JP4809150B2 - Glass product, analyzer and analysis method - Google Patents

Description

At least one aspect of the present invention, glassware, for at least one analyzer and analyzing method.

  Conventionally, as a method for separating and analyzing components such as proteins or peptides contained in a biological sample, there is a chromatography method. In addition, various chromatographic packing materials used in chromatographic methods have been developed.

For example, JP-A-2005-337713 ( Patent Document 1 ) discloses that a phosphorylcholine group and a specific ion-exchange group, or a phosphorylcholine group and a hydrophobic group, or a phosphorylcholine group and an aromatic group have a substrate surface. The present invention discloses a chromatographic packing material that is capable of directly covalently bonding to a protein and realizing separation in which a GFC mode and an ion exchange mode or / and a reverse phase mode coexist, and extremely low non-specific irreversible adsorption of proteins and peptides. Specifically, in Patent Document 1, a compound represented by R—OPO ₃ ^— (CH ₂ ) ₂ —N ⁺ ≡ (R represents an arbitrary modified chain having 1 to 30 carbon atoms), R 'COOH, R'SO ₃ ^-, or ^{_{R'N + R 2 R 3 R 4}} ( each R' represents any modification chain of 1 to 30 carbon atoms ^{.R 2, R 3,} R ⁴ are each independently And a compound represented by a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, and a t-butyl group.) Agents are disclosed.

  On the other hand, as a method for separating and analyzing a component such as a protein or peptide contained in a biological sample, there is an electrophoresis method for separating and analyzing a component such as a protein or peptide contained in a biological sample by electrophoresis of the sample component. Can be mentioned. Examples of the electrophoresis method include a conventional electrophoresis method using a gel, but in recent years, a capillary electrophoresis method and a microchip electrophoretic method that use electrophoresis of a sample component through a fine channel such as a capillary and a microchip. Electrophoresis has been developed. In capillary electrophoresis and microchip electrophoresis, sample components can be analyzed in fewer samples and in a shorter time than in electrophoresis using conventional gels. In capillary electrophoresis, a technique for modifying the inner surface of a capillary tube has been developed.

For example, Japanese Patent Laying-Open No. 2005-187456 ( Patent Document 2 ) discloses X ₁ X ₂ X ₃ Si— (CH ₂ ) _m —NH— (as a surface modifier for modifying capillary piping of an electrophoresis apparatus. ^{_{CH 2) 2 -OPO 3 - -}} (CH 2) n -N + ≡ or _{X 1 X 2 X 3 Si- (} CH 2) m -NHCO-CH 2 -OPO 3 - - (CH 2) n -N + Phosphorylcholine group-containing compound represented by ≡ (wherein m is 2 to 6 and n is 1 to 4. X ₁ , X ₂ and X ₃ are each independently a methoxy group, an ethoxy group or a halogen. However, up to _{two of} X ₁ , X ₂ , and X ₃ may be any of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, and an isobutyl group. . In particular, according to the surface modifier disclosed in Patent Document 2, a phosphorylcholine group with very little protein or polypeptide adsorption can be introduced easily and quantitatively without damaging the fine structure of the object surface. Are disclosed.

Japanese Patent Application Laid-Open No. 7-63728 ( Patent Document 3 ) discloses an inner side having a zwitterionic coating containing a zwitterionic species such as phosphorylcholine bonded to the inner surface by covalent bond, adsorption, or ionic bond. A capillary tube used for electrophoresis composed of a tube made of fused silica having a surface is disclosed. According to the prior art disclosed in Patent Document 3, the electroosmotic flow can be controlled under a wide range of pH conditions, and the separation of the sample components adsorbed on the inner wall of the capillary tube is prevented. It is disclosed that performance can be improved.

However, in the capillary electrophoresis method using the prior art disclosed in Patent Document 2 and Patent Document 3, since the inner surface of the capillary is covered with the phosphorylcholine group-containing compound or the zwitterionic species, the electrophoresis medium in the capillary The electroosmotic flow generated in the above is suppressed more than necessary. As a result, the conditions for separating and analyzing a sample or sample to be separated and analyzed using such capillary electrophoresis are limited. That is, in the capillary electrophoresis method using the prior art disclosed in Patent Document 2 and Patent Document 3, the ability to separate and analyze components contained in a sample may be insufficient.
JP 2005-337713 A (claims, paragraph number 0001) JP 2005-187456 A (Claims 2 and 3, paragraph numbers 0027 and 0039) Japanese Patent Laid-Open No. 7-63728 (claims, paragraph number 0007)

The first object of the present invention is to provide a glass product.

The second object of the present invention is to provide an analyzer.

The third object of the present invention is to provide an analysis method.

A first aspect of the present invention is a glass product, wherein the glass product is a capillary for a capillary electrophoresis apparatus, a microchip electrophoresis apparatus or a microchip for a pump type electrophoresis apparatus, At least the inner surface has been treated by the treatment agent, the treatment agent has the general formula (1)

A compound represented by the general formula (2)

A first compound selected from the group consisting of a compound represented by general formula (1) and a combination of compounds represented by general formula (2), and general formula (3)

And a compound represented by the general formula (4)

In the general formula (1), m1 is an integer of 1 or more, n1 is an integer of 1 or more and 4 or less, and X11, X12 and X13 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X11, X12, and X13 is a group consisting of an alkoxy group and a halogen atom In general formula (2), m2 is an integer of 1 or more, n2 is an integer of 1 or more and 4 or less, and X21, X22, and X23 are each independently an alkyl group. And a group selected from the group consisting of a group, an alkoxy group, and a halogen atom, and at least one of X21, X22, and X23 is an alkoxy group and a halogen atom. In general formula (3), m3 is an integer of 1 or more, R1 is a group containing a positive group, and X31, X32, and X33 are each independently And at least one of X31, X32, and X33 is a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and is a group selected from the group consisting of an alkoxy group and a halogen atom. In (4), m4 is an integer of 1 or more, R2 is a group containing a negative group, and X41, X42, and X43 are each independently a group consisting of an alkyl group, an alkoxy group, and a halogen atom. And at least one of X41, X42, and X43 is a group selected from the group consisting of an alkoxy group and a halogen atom. Is a glass products.

According to a second aspect of the present invention, there is provided an analytical apparatus for analyzing a component contained in a sample, the analytical apparatus comprising the glass product according to the first aspect of the present invention.

A third aspect of the present invention is an analysis method for analyzing a component contained in a sample, characterized in that the component contained in the sample is analyzed using the glass product according to the first aspect of the present invention. This is an analysis method.

According to the first aspect of the present invention, it is possible to provide a glass product.

According to the second aspect of the present invention, an analyzer can be provided.

According to the third aspect of the present invention, an analysis method can be provided.

Next, an embodiment (embodiment) of the present invention will be described.

(Glass products, analyzers and analysis methods)

Embodiments described herein relate generally to a glass product, an analysis apparatus, and an analysis method.

A first object of an embodiment of the present invention is to provide a glass product that can better analyze components contained in a sample.

A second object of the embodiment of the present invention is to provide an analyzer that can better analyze components contained in a sample.

A third object of the embodiment of the present invention is to provide an analysis method capable of better analyzing components contained in a sample.

A first aspect of an embodiment of the present invention is a glass product,
At least a part of the surface of the glass product is treated with a treatment agent;
The treating agent is
General formula (1)

で表される化合物、
一般式（２）

A compound represented by
General formula (2)

で表される化合物、並びに
該一般式（１）で表される化合物及び該一般式（２）で表される化合物の組み合わせ
からなる群より選択される第一の化合物、並びに
一般式（３）

A first compound selected from the group consisting of a compound represented by the general formula (1) and a combination of the compound represented by the general formula (2), and the general formula (3)

で表される化合物及び
一般式（４）

And a compound represented by the general formula (4)

で表される化合物
からなる群より選択される第二の化合物を含み、
一般式（１）において、
ｍ１は、１以上の整数であり、
ｎ１は、１以上４以下の整数であり、
Ｘ１１、Ｘ１２、及びＸ１３は、それぞれ独立に、アルキル基、アルコキシ基、及びハロゲン原子からなる群より選択される基であると共にＸ１１、Ｘ１２、及びＸ１３の少なくとも一つは、アルコキシ基及びハロゲン原子からなる群より選択される基であり、
一般式（２）において、
ｍ２は、１以上の整数であり、
ｎ２は、１以上４以下の整数であり、
Ｘ２１、Ｘ２２、及びＸ２３は、それぞれ独立に、アルキル基、アルコキシ基、及びハロゲン原子からなる群より選択される基であると共にＸ２１、Ｘ２２、及びＸ２３の少なくとも一つは、アルコキシ基及びハロゲン原子からなる群より選択される基であり、
一般式（３）において、
ｍ３は、１以上の整数であり、
Ｒ１は、陽性基を含む基であり、
Ｘ３１、Ｘ３２、及びＸ３３は、それぞれ独立に、アルキル基、アルコキシ基、及びハロゲン原子からなる群より選択される基であると共にＸ３１、Ｘ３２、及びＸ３３の少なくとも一つは、アルコキシ基及びハロゲン原子からなる群より選択される基であり、
一般式（４）において、
ｍ４は、１以上の整数であり、
Ｒ２は、陰性基を含む基であり、
Ｘ４１、Ｘ４２、及びＸ４３は、それぞれ独立に、アルキル基、アルコキシ基、及びハロゲン原子からなる群より選択される基であると共にＸ４１、Ｘ４２、及びＸ４３の少なくとも一つは、アルコキシ基及びハロゲン原子からなる群より選択される基である
ことを特徴とするガラス製品である。

A second compound selected from the group consisting of compounds represented by:
In general formula (1),
m1 is an integer greater than or equal to 1,
n1 is an integer of 1 to 4,
X11, X12, and X13 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X11, X12, and X13 is an alkoxy group and a halogen atom. A group selected from the group consisting of
In general formula (2),
m2 is an integer of 1 or more,
n2 is an integer of 1 to 4,
X21, X22, and X23 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X21, X22, and X23 is an alkoxy group and a halogen atom. A group selected from the group consisting of
In general formula (3),
m3 is an integer of 1 or more,
R1 is a group containing a positive group,
X31, X32, and X33 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X31, X32, and X33 is an alkoxy group and a halogen atom. A group selected from the group consisting of
In general formula (4),
m4 is an integer of 1 or more,
R2 is a group containing a negative group,
X41, X42, and X43 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X41, X42, and X43 is an alkoxy group and a halogen atom. The glass product is a group selected from the group consisting of:

The 2nd aspect of embodiment of this invention is an analyzer which analyzes the component contained in a sample, Comprising: The analyzer characterized by including the glassware which is the 1st aspect of this invention.

A third aspect of the embodiment of the present invention is an analysis method for analyzing a component contained in a sample, wherein the component contained in the sample is analyzed using the glass product according to the first aspect of the present invention. Is an analysis method characterized by

According to the 1st aspect of embodiment of this invention, the glass product which can analyze the component contained in a sample better can be provided.

According to the 2nd aspect of embodiment of this invention, the analyzer which can analyze the component contained in a sample better can be provided.

According to the 3rd aspect of embodiment of this invention, the analysis method which can analyze the component contained in a sample more favorably can be provided.

Next, an embodiment (embodiment) of the present invention will be described with reference to the drawings.

The first embodiment of the present invention is a glass product,
At least a part of the surface of the glass product is treated with a treatment agent;
The treating agent is
General formula (1)

で表される化合物、
一般式（２）

A compound represented by
General formula (2)

で表される化合物、並びに
該一般式（１）で表される化合物及び該一般式（２）で表される化合物の組み合わせ
からなる群より選択される第一の化合物、並びに
一般式（３）

A first compound selected from the group consisting of a compound represented by the general formula (1) and a combination of the compound represented by the general formula (2), and the general formula (3)

で表される化合物及び
一般式（４）

And a compound represented by the general formula (4)

で表される化合物
からなる群より選択される第二の化合物を含み、
一般式（１）において、
ｍ１は、１以上の整数であり、
ｎ１は、１以上４以下の整数であり、
Ｘ１１、Ｘ１２、及びＸ１３は、それぞれ独立に、アルキル基、アルコキシ基、及びハロゲン原子からなる群より選択される基であると共にＸ１１、Ｘ１２、及びＸ１３の少なくとも一つは、アルコキシ基及びハロゲン原子からなる群より選択される基であり、
一般式（２）において、
ｍ２は、１以上の整数であり、
ｎ２は、１以上４以下の整数であり、
Ｘ２１、Ｘ２２、及びＸ２３は、それぞれ独立に、アルキル基、アルコキシ基、及びハロゲン原子からなる群より選択される基であると共にＸ２１、Ｘ２２、及びＸ２３の少なくとも一つは、アルコキシ基及びハロゲン原子からなる群より選択される基であり、
一般式（３）において、
ｍ３は、１以上の整数であり、
Ｒ１は、陽性基を含む基であり、
Ｘ３１、Ｘ３２、及びＸ３３は、それぞれ独立に、アルキル基、アルコキシ基、及びハロゲン原子からなる群より選択される基であると共にＸ３１、Ｘ３２、及びＸ３３の少なくとも一つは、アルコキシ基及びハロゲン原子からなる群より選択される基であり、
一般式（４）において、
ｍ４は、１以上の整数であり、
Ｒ２は、陰性基を含む基であり、
Ｘ４１、Ｘ４２、及びＸ４３は、それぞれ独立に、アルキル基、アルコキシ基、及びハロゲン原子からなる群より選択される基であると共にＸ４１、Ｘ４２、及び４３３の少なくとも一つは、アルコキシ基及びハロゲン原子からなる群より選択される基である、ガラス製品である。

A second compound selected from the group consisting of compounds represented by:
In general formula (1),
m1 is an integer greater than or equal to 1,
n1 is an integer of 1 to 4,
X11, X12, and X13 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X11, X12, and X13 is an alkoxy group and a halogen atom. A group selected from the group consisting of
In general formula (2),
m2 is an integer of 1 or more,
n2 is an integer of 1 to 4,
X21, X22, and X23 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X21, X22, and X23 is an alkoxy group and a halogen atom. A group selected from the group consisting of
In general formula (3),
m3 is an integer of 1 or more,
R1 is a group containing a positive group,
X31, X32, and X33 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X31, X32, and X33 is an alkoxy group and a halogen atom. A group selected from the group consisting of
In general formula (4),
m4 is an integer of 1 or more,
R2 is a group containing a negative group,
X41, X42, and X43 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X41, X42, and 433 is an alkoxy group and a halogen atom. A glass product which is a group selected from the group consisting of

  In the first embodiment of the present invention, the glass product is an arbitrary article including at least a part or member mainly made of glass, and the whole glass product may be made mainly of glass. . The form of the glass product is not particularly limited. Examples of the glass product include a capillary (for a known capillary electrophoresis apparatus) (a glass tube having an inner diameter of about several hundred μm) and a micro (for a known microchip electrophoresis apparatus and a pump type electrophoresis apparatus). Tip. Here, using glass as the main material means that the ratio of the glass contained in the glass-containing part (including the whole) or the member is at least 50% by weight or more. Glass means an amorphous solid mainly composed of silicon dioxide, and that based on silicon dioxide includes at least 50% by weight or more of silicon dioxide, It means that impurities may be included. Examples of the glass include glass made of silicon dioxide such as quartz glass and fused silica, and borosilicate glass such as Pyrex (registered trademark) glass.

  In the first embodiment of the present invention, at least a part of the surface of the glass product is treated with the treatment agent. At least a part of the surface of the glass product to be treated with the treating agent is a part (including the whole) including glass or a surface of a member. Further, at least a part of the surface of the glass product to be treated with the treating agent is not particularly limited, and may be the entire surface of the glass product. However, at least a part of the surface of the glass product to be treated with the treatment agent is usually the surface of the specific part or parts or members of the glass product. At least a part of the surface of the glass product may be at least a part of the outer surface of the glass product, or may be at least a part of the inner surface of the glass product. As at least a part of the surface of the glass product, for example, an inner wall of a capillary (for a known capillary electrophoresis apparatus) and an inner wall of a channel of a microchip (for a known microchip electrophoresis apparatus and a pump type electrophoresis apparatus) The inner surface of a fine flow path is mentioned. Here, the term “fine” means that the maximum diameter in the cross section of the channel (surface perpendicular to the direction in which the channel extends) is usually 1 μm or more and 1 mm or less, preferably 10 μm or more and 1 mm or less. means. Further, the treatment of at least a part of the glass product with the treatment agent mainly means that the treatment agent is chemically bonded to at least a part of the surface of the glass product. It is not excluded to adsorb the treatment agent.

  In 1st embodiment of this invention, a processing agent is a compound represented by General formula (1), a compound represented by General formula (2), a compound represented by General formula (1), and General formula The first compound selected from the group consisting of the combination of compounds represented by (2), and the compound selected from the group consisting of the compound represented by formula (3) and the compound represented by formula (4) A second compound. In other words, the first compound is a compound represented by the general formula (1), a compound represented by the general formula (2), or a compound represented by the general formula (1) and the general formula (2). It is a combination of the represented compounds. In other words, the second compound is either a compound represented by the general formula (3) or a compound represented by the general formula (4). When the second compound contains both the compound represented by the general formula (3) and the compound represented by the general formula (4), the positive group contained in the compound represented by the general formula (3) And the negative charge of the negative group contained in the compound represented by the general formula (4) cancel each other, and the positive charge or the negative charge is applied to at least a part of the surface of the glass product treated with the treatment agent. It may not be possible to distribute well. In addition, a processing agent may also contain substances other than a 1st compound and a 2nd compound.

  In the general formula (1), m1 is an integer of 1 or more, n1 is an integer of 1 to 4, and X11, X12, and X13 are each independently an alkyl group, an alkoxy group, and a halogen atom. And at least one of X11, X12 and X13 is a group selected from the group consisting of an alkoxy group and a halogen atom.

  In General Formula (2), m2 is an integer of 1 or more, n2 is an integer of 1 to 4, and X21, X22, and X23 are each independently an alkyl group, an alkoxy group, and a halogen atom. And at least one of X21, X22, and X23 is a group selected from the group consisting of an alkoxy group and a halogen atom.

  In the general formula (3), m3 is an integer of 1 or more, R1 is a group containing a positive group, and X31, X32, and X33 are each independently an alkyl group, an alkoxy group, and a halogen atom. And at least one of X31, X32, and X33 is a group selected from the group consisting of an alkoxy group and a halogen atom.

  In General Formula (4), m4 is an integer of 1 or more, R2 is a group containing a negative group, and X41, X42, and X43 are each independently an alkyl group, an alkoxy group, and a halogen atom. And at least one of X41, X42, and 433 is a group selected from the group consisting of an alkoxy group and a halogen atom.

More specifically, the compound represented by the general formula (1) has a phosphorylcholine group (—OPO ₃ ^— (CH ₂ ) _n1 N ⁺ (CH ₃ ) ₃ ) which is a zwitterionic group. Moreover, the compound represented by General formula (1) has -SiX11X12X13 group as a group which can form the chemical bond with respect to glass. That is, at least one of the alkoxy group or the halogen atom in X11, X12, and X13 is eliminated, and the Si atom of the compound represented by the general formula (1) becomes Si—O on at least a part of the surface of the glass product. A chemical bond can be formed with the oxygen atom of the bond. As a result, the compound represented by the general formula (1) can be chemically bonded to at least a part of the surface of the glass product. In addition, the alkyl group in X11, X12, and X13 is a compound represented by the general formula (1) when the compound represented by the general formula (1) is chemically bonded to at least a part of the surface of the glass product. Are bonded to Si atoms. Furthermore, the compound represented by the general formula (1) has an alkylene group (— (CH ₂ ) _m1 —) between the phosphorylcholine group and the Si atom. The alkylene group present between the phosphorylcholine group and the Si atom is included in the compound represented by the general formula (2), (3) or (4) adjacent to the compound represented by the general formula (1). The compound represented by the general formula (1) and the adjacent general formula (2), (3) or (4) are expressed on at least a part of the surface of the glass product by hydrophobic interaction with the alkylene group. Can contribute to a more densely distributed compound. In the compound represented by the general formula (1), the phosphorylcholine group and the alkylene group are bonded via —NH (CH ₂ ) ₂ —. In addition, in the compound represented by the general formula (1), m1 is an integer of 1 or more. When m1 is 0, the compound represented by the general formula (1) has a Si—N bond, but the Si—N bond may be unstable. In the compound represented by the general formula (1), n1 is an integer of 1 or more and 4 or less. When n1 is 0, the compound represented by the general formula (1) does not have a phosphorylcholine group. That is, in order for the compound represented by the general formula (1) to form a phosphorylcholine group, n1 needs to be an integer of 1 or more. On the other hand, when n1 is an integer greater than 4, the hydrophobicity of the phosphorylcholine group may be too high. That is, n1 is preferably an integer of 4 or less in order to suppress excessive hydrophobicity of the phosphorylcholine group.

Similarly, the compound represented by the general formula (2) has a zwitterionic group phosphorylcholine group (—OPO ₃ ^— (CH ₂ ) n ₂ N ⁺ (CH ₃ ) ₃ ). Moreover, the compound represented by General formula (2) has -SiX21X22X23 group as a group which can form the chemical bond with respect to glass. That is, at least one of the alkoxy group or halogen atom in X21, X22, and X23 is eliminated, and the Si atom of the compound represented by the general formula (2) becomes Si—O in at least a part of the surface of the glass product. A chemical bond can be formed with the oxygen atom of the bond. As a result, the compound represented by the general formula (2) can be chemically bonded to at least a part of the surface of the glass product. The alkyl group in X21, X22, and X23 is a compound represented by the general formula (2) when the compound represented by the general formula (2) is chemically bonded to at least a part of the surface of the glass product. Are bonded to Si atoms. Furthermore, the compound represented by the general formula (2) has an alkylene group (— (CH ₂ ) _m2 —) between the phosphorylcholine group and the Si atom. The alkylene group present between the phosphorylcholine group and the Si atom is included in the compound represented by the general formula (1), (3) or (4) adjacent to the compound represented by the general formula (2). It is represented by the compound represented by the general formula (2) and the adjacent general formula (1), (3) or (4) on at least a part of the surface of the glass product due to hydrophobic interaction with the alkylene group. Can contribute to a more densely distributed compound. In the compound represented by the general formula (2), the phosphorylcholine group and the alkylene group are bonded via —NHCO (CH ₂ ) —. In addition, in the compound represented by the general formula (2), m2 is an integer of 1 or more. When m2 is 0, the compound represented by the general formula (2) has a Si—N bond, but the Si—N bond may be unstable. In the compound represented by the general formula (2), n2 is an integer of 1 or more and 4 or less. When n2 is 0, the compound represented by the general formula (2) does not have a phosphorylcholine group. That is, in order for the compound represented by the general formula (2) to form a phosphorylcholine group, n1 needs to be an integer of 1 or more. On the other hand, when n2 is an integer greater than 4, the hydrophobicity of the phosphorylcholine group may be too high. That is, n2 is preferably an integer of 4 or less in order to suppress excessive hydrophobicity of the phosphorylcholine group.

Next, the compound represented by General formula (3) has -R1 group which is group containing a positive group. That is, the -R1 group includes one or more positive groups. Here, a positive group means a group having a positive charge or a group capable of having a positive charge. Thus, the —R 1 group is also a group having a positive charge or a group having a positive charge. Moreover, the compound represented by General formula (3) has -SiX31X32X33 group as group which can form the chemical bond with respect to glass. That is, at least one of the alkoxy group or the halogen atom in X31, X32, and X33 is eliminated, and the Si atom of the compound represented by the general formula (3) becomes Si—O on at least a part of the surface of the glass product. A chemical bond can be formed with the oxygen atom of the bond. As a result, the compound represented by the general formula (3) can be chemically bonded to at least a part of the surface of the glass product. In addition, the alkyl group in X31, X32, and X33 is a compound represented by the general formula (3) when the compound represented by the general formula (3) is chemically bonded to at least a part of the surface of the glass product. Are bonded to Si atoms. Further, the compound represented by the general formula (3) is an alkylene group between the -R1 group and Si atoms having a _{(- - (CH 2) m3} ). The alkylene group present between the -R1 group and the Si atom is included in the compound represented by the general formula (1), (2) or (4) adjacent to the compound represented by the general formula (3). The compound represented by the general formula (3) and the adjacent general formula (1), (2) or (4) are present on at least a part of the surface of the glass product by hydrophobic interaction with the alkylene group. Can contribute to a more dense distribution of the resulting compound. In addition, in the compound represented by the general formula (3), m3 is an integer of 1 or more. When m3 is 0, the compound represented by the general formula (3) has a Si—N bond, but the Si—N bond may be unstable.

Next, the compound represented by General formula (4) has -R2 group which is group containing a negative group. That is, the -R2 group includes one or more negative groups. Here, the negative group means a group having a negative charge or a group capable of having a negative charge. Thus, the -R2 group is also a negatively charged group or a group that can have a negative charge. Moreover, the compound represented by General formula (4) has -SiX41X42X43 group as a group which can form the chemical bond with respect to glass. That is, at least one of the alkoxy group or the halogen atom in X41, X42, and X43 is eliminated, and the Si atom of the compound represented by the general formula (4) becomes Si—O on at least a part of the surface of the glass product. A chemical bond can be formed with the oxygen atom of the bond. As a result, the compound represented by the general formula (4) can be chemically bonded to at least a part of the surface of the glass product. In addition, the alkyl group in X41, X42, and X43 is a compound represented by the general formula (4) when the compound represented by the general formula (4) is chemically bonded to at least a part of the surface of the glass product. Are bonded to Si atoms. Furthermore, the compound represented by the general formula (4) has an alkylene group (— (CH ₂ ) _m4 —) between the —R 2 group and the Si atom. The alkylene group present between the —R2 group and the Si atom is included in the compound represented by the general formula (1), (2) or (3) adjacent to the compound represented by the general formula (4). The compound represented by the general formula (4) and the adjacent general formula (1), (2) or (3) are present on at least a part of the surface of the glass product by hydrophobic interaction with the alkylene group. Can contribute to a more dense distribution of the resulting compound. In addition, in the compound represented by the general formula (4), m4 is an integer of 1 or more. When m4 is 0, the compound represented by the general formula (4) has a Si—N bond, but the Si—N bond may be unstable.

  The glass product according to the first embodiment of the present invention is included in a sample based on, for example, an analysis device (electrophoresis device) that analyzes components contained in a sample based on electrophoresis It can apply to the analysis method (electrophoresis method) which analyzes the component to be analyzed. For example, an electrophoresis apparatus and an electrophoresis method for analyzing proteins and / or peptides contained in a biological sample using a glass product provided with a fine flow path for electrophoresis of components contained in the sample are disclosed in the present invention. The glass product according to the first embodiment may be applied.

  In general, in an electrophoresis apparatus and an electrophoresis method for analyzing proteins and / or peptides contained in a biological sample using a glass product having a fine channel for electrophoresis of components contained in the sample, the biological sample It is conceivable that the protein and / or peptide contained in is adsorbed on the inner surface of a fine channel provided in the glass product. More specifically, while the inner surface (surface) of a fine channel provided in the glass product has a charge, the protein and / or peptide contained in the biological sample is a type of amino acid constituting the protein and / or peptide. Depending on the pH of the biological sample and positively or negatively charged. The protein and / or peptide contained in the biological sample is provided in the glass product by the interaction between the charge on the inner surface (surface) of the fine flow path provided in the glass product and the charge of the protein and / or peptide. May be adsorbed on the inner surface of a fine flow path. As a result, it may be difficult to accurately analyze proteins and / or peptides contained in a biological sample.

  In the first embodiment of the present invention, at least a part of the surface of the glass product is treated with the treatment agent, and the treatment agent is represented by the compound represented by the general formula (1), the general formula (2). And the first compound selected from the group consisting of the compound represented by the general formula (1) and the compound represented by the general formula (2). The surface is treated with a compound represented by the general formula (1) and / or a compound represented by the general formula (2) having a phosphorylcholine group which is a zwitterionic group.

  In the electrophoresis apparatus and the electrophoresis method described above, the compound represented by the general formula (1) in which the inner surface (surface) of the fine channel provided in the glass product has a phosphorylcholine group which is a zwitterionic group, and It will be treated with the compound represented by the general formula (2). Since the phosphorylcholine group which is a zwitterionic group as a whole is electrically neutral, the phosphorylcholine group provided on the inner surface (surface) of the fine channel provided in the glass product is charged positively or negatively. It has a weaker interaction with proteins and / or peptides, and suppresses (prevents) the adsorption of proteins and / or peptides contained in biological samples to the inner surfaces of minute channels provided in glass products. Or can be reduced). As a result, proteins and / or peptides contained in the biological sample can be analyzed more accurately.

  Furthermore, when n1 in the compound represented by the general formula (1) and / or n2 in the compound represented by the general formula (2) is an integer greater than 4, it is represented by the general formula (1). The phosphorylcholine group in the compound and / or the compound represented by the general formula (2) is too hydrophobic, and / or in the compound represented by the general formula (1) for a hydrophobic protein and / or peptide. It is considered that the interaction of the compound represented by the formula (2) becomes stronger. As a result, it is considered that the hydrophobic protein and / or peptide may be adsorbed to the phosphorylcholine group provided on the inner surface (surface) of the fine channel provided in the glass product and may not be analyzed accurately.

  In the first embodiment of the present invention, n1 in the compound represented by the general formula (1) and / or n2 in the compound represented by the general formula (2) is an integer of 4 or less. The hydrophobicity of the phosphorylcholine group in the compound represented by (1) and / or in the compound represented by the general formula (2) can be suppressed. Therefore, the protein and / or peptide contained in the biological sample is suppressed (prevented or reduced) from adsorbing to the phosphorylcholine group provided on the inner surface (surface) of the fine channel provided in the glass product. Can do. As a result, proteins and / or peptides contained in the biological sample can be analyzed more accurately.

  In addition, in an electrophoresis apparatus and an electrophoresis method using a glass product having a fine flow path for electrophoresis of components contained in a sample, the sample and electrolyte are analyzed in order to analyze the components contained in the sample more accurately. It may be important to control the electroosmotic flow that occurs in the electrophoretic solution containing. The inner surface (surface) of the fine channel provided in the glass product is charged (negatively) by the Si—O bond of the glass, and the inner surface (surface) of the fine channel in the electrophoresis solution containing the sample and the electrolyte Electrolyte ions having a (positive) charge opposite to that of () are attracted to the inner surface (surface) of the fine channel. In this state, when a certain voltage is applied to the electrophoresis solution containing the sample and the electrolyte, the electrolyte ions move in the electrophoresis solution, and the migration (electroosmotic flow) of the electrophoresis solution containing the sample and the electrolyte is generated. Since such an electroosmotic flow affects the separation of components contained in the sample, it is also important to control the electroosmotic flow.

  Here, if the inner surface (surface) of the fine flow path provided in the glass product is treated only with the compound represented by the general formula (1) and / or the compound represented by the general formula (2), Since the compound represented by the formula (1) and / or the compound represented by the general formula (2) has a zwitterionic group and a phosphorylcholine group which is electrically neutral as a whole, it is provided in a glass product. The inner surface (surface) of the fine flow path formed tends to be electrically neutral as a whole. Therefore, electroosmotic flow is not generated or reduced in the electrophoresis solution containing the sample and the electrolyte.

  In particular, if little or no electroosmotic flow is generated in the electrophoresis solution containing the sample and the electrolyte, it may not be possible to analyze all of the proteins and / or peptides contained in the biological sample. For example, when the pH of the electrophoresis solution containing the sample and the electrolyte is (about) 7, the protein and / or peptide contained in the sample is positively or negatively charged protein and / or peptide and not charged. Proteins and / or peptides can be included. Therefore, when the pH of the electrophoresis solution containing the sample and the electrolyte is (about) 7 and no electroosmotic flow is generated in the electrophoresis solution containing the sample and the electrolyte, the positively charged protein and / or peptide is negative. Electrophoresed in the opposite direction to the positively charged protein and / or peptide, and the non-charged protein and / or peptide by the electrophoretic flow of the positively or negatively charged protein and / or peptide in the opposite directions. The peptide will be electrophoresed in both directions. Therefore, if the protein and / or peptide is detected on one side of the electrophoresis solution containing the sample and the electrolyte, a part of the protein and / or peptide contained in the sample may not be detected.

  Therefore, in order to cause the protein and / or peptide contained in the sample to be electrophoresed to one side of the electrophoresis solution containing the sample and the electrolyte, the pH of the electrophoresis solution containing the sample and the electrolyte is adjusted to be contained in the sample. It is also conceivable to charge the protein and / or peptide to one of positive or negative charges. However, many proteins and / or peptides are stable at pH = about 7, and when the pH of the electrophoresis solution containing the sample and electrolyte is adjusted, the protein and / or peptide in the state contained in the sample is accurately detected. May not be analyzed.

  In the first embodiment of the present invention, at least a part of the surface of the glass product is treated with the treatment agent, and the treatment agent is represented by the compound represented by the general formula (3) and the general formula (4). A compound represented by the general formula (3) having at least a part of the glass product having a -R1 group that is a group containing a positive group. Alternatively, it is treated with a compound represented by the general formula (4) having a -R2 group which is a group containing a negative group.

  In the electrophoresis apparatus and the electrophoresis method described above, the inner surface (surface) of the fine flow path provided in the glass product is represented by the general formula (3) having a -R1 group that is a group containing a positive group. It will be treated with a compound or a compound represented by formula (4) having a -R2 group that is a group containing a negative group.

  The -R1 group, which is a group containing a positive group, is a group having a positive charge or a group that can have a positive charge. Therefore, the inner surface (surface) of a fine channel provided in the glass product The -R1 group provided in 1 can provide a positive charge to the inner surface (surface) of the fine flow path provided in the glass product. As a result, negative electrolyte ions contained in the electrophoretic solution are attracted to the inner surface (surface) of the fine flow channel provided with a positive charge by the -R1 group that is a group containing a positive group. Here, when a certain voltage is applied to the electrophoretic solution containing the sample and the electrolyte using the anode and the cathode, the negative electrolyte ions attracted to the inner surface (surface) of the fine channel are directed from the cathode side to the anode side. The electroosmotic flow from the cathode side to the anode side can be generated in the electrophoretic solution containing the sample and the electrolyte. At this time, since the electroosmotic flow from the cathode side to the anode side generated in the electrophoresis solution containing the sample and the electrolyte is larger than the flow of electrophoresis of the protein and / or peptide contained in the sample, the protein contained in the sample And / or the peptide also moves from the cathode side to the anode side according to the generated electroosmotic flow regardless of the charge of the protein and / or peptide contained in the sample. Therefore, by disposing one detector on the anode side, various proteins and / or peptides contained in the sample are detected (for example, even if the pH of the electrophoresis solution containing the sample and the electrolyte is about 7). be able to.

  Since the -R2 group, which is a group containing a negative group, is a group having a negative charge or a group that can have a negative charge, the inner surface (surface) of a fine channel provided in the glass product The -R2 group provided in 1 can provide a negative charge to the inner surface (surface) of the fine flow path provided in the glass product. As a result, positive electrolyte ions contained in the electrophoretic solution are attracted to the inner surface (surface) of the fine flow channel provided with a negative charge by the -R2 group, which is a group containing a negative group. Here, when a certain voltage is applied to the electrophoretic solution containing the sample and the electrolyte using the anode and the cathode, the positive electrolyte ions attracted to the inner surface (surface) of the fine channel are directed from the anode side to the cathode side. The electroosmotic flow in the direction from the anode side to the cathode side can be generated in the electrophoretic solution containing the sample and the electrolyte. At this time, since the electroosmotic flow from the anode side to the cathode side generated in the electrophoresis solution containing the sample and the electrolyte is larger than the electrophoresis flow of the protein and / or peptide contained in the sample, the protein contained in the sample And / or the peptide also moves from the anode side to the cathode side according to the generated electroosmotic flow regardless of the charge of the protein and / or peptide contained in the sample. Therefore, by disposing one detector on the cathode side, various proteins and / or peptides contained in the sample are detected (for example, even if the pH of the electrophoresis solution containing the sample and the electrolyte is about 7). be able to.

  Thus, by using the second compound selected from the group consisting of the compound represented by the general formula (3) and the compound represented by the general formula (4), fine glass provided in the glass product is used. The charge on the inner surface (surface) of the flow path can be controlled. As a result, the electroosmotic flow generated in the electrophoresis solution containing the sample and the electrolyte can be controlled. In this way, the protein and / or peptide contained in the biological sample can be analyzed more accurately.

  In particular, in the first embodiment of the present invention, as the second compound contained in the treating agent for treating at least a part of the surface of the glass product, the compound represented by the general formula (3) or the general formula By selecting one of the compounds represented by (4), the direction of the electroosmotic flow generated in the electrophoresis solution containing the sample and the electrolyte can be controlled. For example, the second compound may be added so that the direction of electroosmotic flow generated in the electrophoresis solution containing the sample and electrolyte corresponds to the arrangement of detectors for detecting various proteins and / or peptides contained in the sample. The compound represented by the general formula (3) or the compound represented by the general formula (4) can be selected.

  As described above, an electrophoresis apparatus and an electrophoresis method for analyzing a protein and / or peptide contained in a biological sample using a glass product having a fine flow path for electrophoresis of components contained in the sample In the glass product according to the first embodiment of the present invention, the protein and / or peptide contained in the biological sample is prevented from adsorbing to the inner surface of the fine flow path provided in the glass product ( The electroosmotic flow generated in the electrophoresis solution containing the sample and the electrolyte can be controlled. As a result, proteins and / or peptides contained in the biological sample can be analyzed more accurately.

  It should be noted that the protein and / or peptide contained in the biological sample is prevented from adsorbing to (inhibiting or reducing) the inner surface of the fine flow path provided in the glass product, and the electrophoresis solution containing the sample and the electrolyte is included. The balance for controlling the generated electroosmotic flow depends on the ratio of the first compound and the second compound contained in the treatment agent for treating at least a part of the surface of the glass product. In other words, by adjusting the ratio of the first compound and the second compound contained in the treatment agent for treating at least a part of the surface of the glass product, the protein and / or peptide contained in the biological sample is converted into the glass product. Adjusting the balance of controlling the electroosmotic flow generated in the electrophoretic solution containing the sample and the electrolyte as well as suppressing (preventing or reducing) adsorption to the inner surface of the fine flow path provided in it can. That is, when the ratio of the first compound contained in the treatment agent for treating at least a part of the surface of the glass product is increased, the protein and / or peptide contained in the biological sample is allowed to flow in a fine stream provided in the glass product. The degree of suppressing (preventing or reducing) adsorption to the inner surface of the path is increased, and the degree of controlling the electroosmotic flow generated in the electrophoretic solution containing the sample and the electrolyte is decreased. On the contrary, when the ratio of the second compound contained in the treatment agent for treating at least a part of the surface of the glass product is increased, the protein and / or peptide contained in the body sample becomes finer. The degree of suppressing (preventing or reducing) adsorption to the inner surface of the flow path decreases, and the degree of controlling the electroosmotic flow generated in the electrophoresis solution containing the sample and the electrolyte increases.

  In the glass product according to the first embodiment of the present invention, preferably, the ratio of the total amount of the first compound substance to the total amount of the first compound substance and the second compound substance is: 0.80 or more. The ratio of the total amount of the first compound substance to the total amount of the first compound substance and the second compound substance is preferably 80 mol% or more. When the ratio of the total amount of the first compound and the total amount of the first compound to the total amount of the first compound is 0.80 or more, the components contained in the sample are electrophoresed. In an electrophoresis apparatus and an electrophoresis method for analyzing protein and / or peptide contained in a biological sample using a glass product having a fine flow path, the protein and / or peptide contained in the biological sample is glass It becomes possible to satisfactorily suppress (prevent or reduce) the adsorption to the inner surface of the fine flow path provided in the product.

  In the glass product according to the first embodiment of the present invention, preferably, the ratio of the substance amount of the second compound to the total amount of the substance amount of the first compound and the substance amount of the second compound is 0. .05 or more. That is, the ratio of the substance amount of the second compound to the total amount of the substance amount of the first compound and the substance amount of the second compound is preferably 5 mol% or more. If the ratio of the substance amount of the second compound to the total amount of the substance amount of the first compound and the substance amount of the second compound is 0.05 or more, the fine component for electrophoresis of the components contained in the sample In an electrophoresis apparatus and an electrophoresis method for analyzing proteins and / or peptides contained in a biological sample using a glass product having a simple flow path, an electroosmotic flow generated in an electrophoresis solution containing the sample and an electrolyte is It becomes possible to control well.

  In the glass product according to the first embodiment of the present invention, preferably, the ratio of the substance amount of the second compound to the total amount of the substance amount of the first compound and the substance amount of the second compound is: , Less than 0.20. That is, the ratio of the substance amount of the second compound to the total amount of the substance amount of the first compound and the substance amount of the second compound is preferably less than 20 mol%. When the ratio of the substance amount of the second compound to the total amount of the substance amount of the first compound and the substance amount of the second compound is 0.20 or more, the fine component for electrophoresis of the components contained in the sample In an electrophoresis apparatus and electrophoresis method for analyzing protein and / or peptide contained in a biological sample using a glass product having a simple flow path, a charge having a sign opposite to the sign of the charge of the second compound is obtained. The protein and / or peptide it has may be more likely to be adsorbed to the second compound. Conversely, if the ratio of the substance amount of the second compound to the total substance amount of the first compound and the substance amount of the second compound is less than 0.20, the charge of the second compound It is possible to suppress adsorption of the protein and / or peptide having a charge opposite to the sign by the second compound.

  Thus, for example, in the glass product according to the first embodiment of the present invention, when the treatment agent is composed of the first compound and the second compound, the amount of the first compound and the second compound The ratio of the substance amount of the compound (substance quantity of the first compound: substance quantity of the second compound) is preferably 80:20 to 95: 5.

  In the glass product according to the first embodiment of the present invention, preferably, at least one of m1, m2, m3, and m4 is an integer of 2 or more. When at least one of m1, m2, m3, and m4 is 1, at least one hydrophilic property of the compound represented by the corresponding general formula (1), (2), (3), or (4) Sexuality may be too high. As a result, the corresponding compound represented by the general formula (1), (2), (3), or (4) and the general formula (1), (2), (3), or ( 4) The electrical repulsion between the compound represented by 4) increases, and the compound represented by the corresponding general formula (1), (2), (3), or (4) and the general adjacent to the compound It may be difficult to densely distribute the compound represented by formula (1), (2), (3), or (4). On the other hand, when at least one of m1, m2, m3, and m4 is an integer of 2 or more, it is represented by the corresponding general formulas (1), (2), (3), and (4). The at least one hydrophobicity of the compound is increased, and the compound represented by the corresponding general formula (1), (2), (3), or (4) and the adjacent to the compound by hydrophobic interaction It becomes possible to densely distribute the compound represented by the formula (1), (2), (3), or (4).

  In the glass product according to the first embodiment of the present invention, preferably, at least one of m1, m2, m3, and m4 is an integer of 6 or less. When at least one of m1, m2, m3, and m4 is an integer greater than 6, at least one of the compounds represented by the general formulas (1), (2), (3), and (4) At least one of the compounds represented by the general formulas (1), (2), (3), and (4) having one hydrophobicity that is too high, such as protein and / or peptide, The component contained in the sample may be adsorbed. On the other hand, when at least one of m1, m2, m3, and m4 is an integer of 6 or less, the compounds represented by the corresponding general formulas (1), (2), (3), and (4) At least one of the components, such as protein and / or peptide, can be prevented from adsorbing components contained in the sample.

  In the glass product according to the first embodiment of the present invention, preferably, at least one of X11, X12, X13, X21, X22, X23, X31, X32, X33, X41, X42, and X43 is a methyl group, ethyl An alkyl group selected from the group consisting of a group, a propyl group, an isopropyl group, a butyl group, and an isobutyl group. In this case, the carbon chain length of the alkyl group in at least one of X11, X12, X13, X21, X22, X23, X31, X32, X33, X41, X42, and X43 is relatively short. As a result, at least one alkoxy group or halogen atom in X11, X12, X13, X21, X22, X23, X31, X32, X33, X41, X42, and X43 is eliminated, and the corresponding general formula (1), (2) A reaction in which the Si atom of the compound represented by (3) or (4) forms a chemical bond with an oxygen atom of a polar Si—O bond on at least a part of the surface of the glass product, Due to the steric hindrance caused by the alkyl group and the hydrophobicity of the alkyl group, the possibility of inhibition is relatively low.

  In the glass product according to the first embodiment of the present invention, preferably, at least one of X11, X12, X13, X21, X22, X23, X31, X32, X33, X41, X42, and X43 is a methoxy group and ethoxy An alkoxy group selected from the group consisting of groups; In this case, the compound represented by the corresponding general formula (1), (2), (3), or (4) can be obtained more easily.

In the glass product according to the first embodiment of the present invention, preferably, the positive group is an amino group, an amino group substituted with a first alkyl group, an ammonium group, or an ammonium group substituted with a second alkyl group. A group selected from the group consisting of: That is, the positive group includes a group selected from the group consisting of -NR11R12 and -N ⁺ R13R14R15, and R11, R12, R13, R14, and R15 are each independently a hydrogen atom or an alkyl group. Note that when both R 11 and R 12 are hydrogen atoms, —NR 11 R 12 is —NH ₂ . Further, all of R13, R14, and R15 are, in the case of hydrogen ^atom, -N + R13R14R15 is _-NH ^{3 +.}

  When the positive group includes a group selected from the group consisting of an amino group, an amino group substituted with a first alkyl group, an ammonium group, and an ammonium group substituted with a second alkyl group, Increases the positive charge provided, i.e., the positive charge provided by the compound of general formula (3), as compared to aromatic amino groups or aromatic ammonium groups. be able to. In addition, the hydrophobicity of the positive group, that is, the hydrophobicity of the compound represented by the general formula (3) can be suppressed as compared with the case of the aromatic amino group or the aromatic ammonium group. it can.

  In the glass product according to the first embodiment of the present invention, preferably, at least one of the first alkyl group and the second alkyl group is a group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group. A more selected alkyl group. In this case, the hydrophobicity of the positive group, that is, the hydrophobicity of the compound represented by the general formula (3) can be further suppressed.

In the glass product according to the first embodiment of the present invention, preferably, the negative group includes a carboxyl group, a carboxylate group, a sulfonate group, a sulfonate group, a phosphate group, and a phosphate group. A group selected from the group consisting of: That is, negative ^group, _-COOH, -COO - _including, -PO 4 H 2, a group selected from the group consisting of _{^{-PO 4 2- -, -SO 3 H}} , -SO 3. When the negative group includes a group selected from the group consisting of a carboxyl group, a carboxylate group, a sulfonate group, a sulfonate group, a phosphate group, and a phosphate group, the general formula (4 ) Can be more easily obtained.

  In the glass product according to the first embodiment of the present invention, preferably, the first compound is a compound represented by the general formula (2).

The compound represented by the general formula (1) has a —NH— group. The —NH— group accepts hydrogen ions in aqueous solution and forms —NH ₂ ⁺ —. That is, the compound represented by the general formula (1) has a positive charge in an aqueous solution. For this reason, in an electrophoresis apparatus and an electrophoresis method in which a protein and / or peptide contained in a biological sample is analyzed using a glass product having a fine channel for electrophoresis of components contained in the sample, There is a possibility that the protein and / or peptide charged to be adsorbed to the compound represented by the general formula (1). Further, the compound represented by the general formula (1) having a positive charge in the aqueous solution is represented by the compound represented by the general formula (3) containing a positive group or the general formula (4) containing a negative group. In combination with the compound, controlling the charge on the inner surface (surface) of the fine channel provided in the glass product, and thus controlling the electroosmotic flow generated in the electrophoretic solution containing the sample and the electrolyte is relatively It's not easy.

  On the other hand, when the first compound is a compound represented by the general formula (2), the compound represented by the general formula (2) is electrically neutral as a whole in an aqueous solution. For this reason, in an electrophoresis apparatus and an electrophoresis method in which a protein and / or peptide contained in a biological sample is analyzed using a glass product having a fine flow path for electrophoresis of components contained in the sample, Alternatively, the possibility that the negatively charged protein and / or peptide is adsorbed to the compound represented by the general formula (2) is low. Further, the compound represented by the general formula (2) that is electrically neutral as a whole in an aqueous solution is replaced with the compound represented by the general formula (3) containing a positive group or the general formula (4) containing a negative group. In combination with the compound represented by the above, the charge on the inner surface (surface) of the fine channel provided in the glass product is controlled, and thus the electroosmotic flow generated in the electrophoresis solution containing the sample and the electrolyte is controlled. However, it is relatively easy.

  The compound represented by the general formula (1) is produced according to the method described in JP-A No. 2005-187456. That is, commercially available general formula (5)

で表される化合物（α−グリセロホスホリルコリン）の水溶液を氷水浴中で冷却し、その水溶液に過ヨウ素酸ナトリウムを添加し、その水溶液を５時間攪拌する。得られた反応液を、減圧濃縮及び減圧乾燥し、メタノール中に、一般式（６）

An aqueous solution of the compound represented by (α-glycerophosphorylcholine) is cooled in an ice-water bath, sodium periodate is added to the aqueous solution, and the aqueous solution is stirred for 5 hours. The obtained reaction solution was concentrated under reduced pressure and dried under reduced pressure, and in methanol, the compound of general formula (6)

で表される化合物（ホスホリルコリン基を有するアルデヒド）を抽出する。このアルデヒドのメタノール溶液に、０．５当量の商業的に入手可能な一般式（７）

The compound represented by (aldehyde having a phosphorylcholine group) is extracted. In this methanol solution of aldehyde, 0.5 equivalents of commercially available general formula (7)

で表される化合物（アミノアルキルトリアルコキシシランなど）を添加し、その溶液を２０時間攪拌する。攪拌の後、その溶液にシアノトリヒドロホウ酸ナトリウムを添加し、５時間反応を行う。このようにして、一般式（１）で表される化合物のメタノール溶液を得ることができる。

The compound represented by (aminoalkyltrialkoxysilane etc.) is added, and the solution is stirred for 20 hours. After stirring, sodium cyanotrihydroborate is added to the solution and reacted for 5 hours. In this way, a methanol solution of the compound represented by the general formula (1) can be obtained.

  The compound represented by General formula (2) is manufactured according to the method described in Unexamined-Japanese-Patent No. 2005-187456. That is, commercially available general formula (8)

で表される化合物（α−グリセロホスホリルコリン）、過ヨウ素酸ナトリウム、三塩化ルテニウム・水和物を、アセトニトリル水溶液に添加する。その水溶液を、室温で攪拌し、濾過し、得られた濾液から溶媒を除去する。得られた固形物からメタノール中へ、一般式（９）

A compound represented by the formula (α-glycerophosphorylcholine), sodium periodate, ruthenium trichloride · hydrate is added to the acetonitrile aqueous solution. The aqueous solution is stirred at room temperature, filtered, and the solvent is removed from the resulting filtrate. From the resulting solid to methanol, the general formula (9)

で表される化合物（ホスホリルコリン基を有するカルボン酸）を抽出する。このカルボン酸のメタノール溶液に、０．５当量の商業的に入手可能な一般式（１０）

(A carboxylic acid having a phosphorylcholine group) is extracted. In this methanolic solution of carboxylic acid, 0.5 equivalents of commercially available general formula (10)

で表される化合物（アミノアルキルトリアルコキシシランなど）、１当量のＮ−ヒドロキシスクシンイミド（ＮＨＳ）、及び、１当量のＮ−エチル−Ｎ'−３−ジアミノプロピルカルボジイミド（ＥＤＣ）を添加し、その溶液を３時間攪拌する。このようにして、一般式（２）で表される化合物のメタノール溶液を得ることができる。

1 equivalent of N-hydroxysuccinimide (NHS) and 1 equivalent of N-ethyl-N′-3-diaminopropylcarbodiimide (EDC), The solution is stirred for 3 hours. In this way, a methanol solution of the compound represented by the general formula (2) can be obtained.

  The compound represented by the general formula (3) is commercially available.

  The compound represented by the general formula (4) is commercially available, or by alkaline hydrolysis of trialkoxyalkylcarboxylic acid anhydride and the like in the presence of N, N-dimethylaminopyridine. can get.

  The second embodiment of the present invention is an analyzer that analyzes components contained in a sample, and includes the glass product according to the first embodiment of the present invention. The sample and the components contained in the sample are not particularly limited. The sample may be an organic substance such as a biological sample, and the component contained in the sample may be a protein and / or peptide contained in the biological sample. The analyzer in the second embodiment of the present invention is not particularly limited except that it includes the glass product according to the first embodiment of the present invention. Examples of the analytical apparatus include a capillary electrophoresis apparatus including a capillary that is a glass product according to the first embodiment of the present invention, and a microchip electrophoresis apparatus including a microchip that is a glass product according to the first embodiment of the present invention. And a pump type electrophoresis apparatus including a microchip that is a glass product according to the first embodiment of the present invention. The analysis device in the second embodiment of the present invention preferably comprises a glass product (such as a capillary and a microchip electrophoresis device) according to the first embodiment of the present invention (such as a capillary and a microchip). Electrophoretic device. In such an electrophoresis apparatus, a sample is applied to the glass product according to the first embodiment of the present invention (such as a capillary and a microchip), and a constant voltage is applied across the sample. As a result, components contained in the sample are electrophoresed and separated and analyzed by the electric field applied to the sample.

  The third embodiment of the present invention is an analysis method for analyzing a component contained in a sample, and the analysis method for analyzing a component contained in a sample using the glass product according to the first embodiment of the present invention. It is. The sample and the components contained in the sample are not particularly limited. The sample may be an organic substance such as a biological sample, and the component contained in the sample may be a protein and / or peptide contained in the biological sample. The analysis method in the third embodiment of the present invention is not particularly limited except that the glass product according to the first embodiment of the present invention is used to analyze components contained in the sample. Examples of the analysis method include a capillary electrophoresis method using a capillary which is a glass product according to the first embodiment of the present invention, and a microchip electrophoresis method using a microchip which is a glass product according to the first embodiment of the present invention. And a pump type electrophoresis method using a microchip which is a glass product according to the first embodiment of the present invention. The analysis method in the third embodiment of the present invention preferably uses a glass product (such as a capillary and a microchip) according to the first embodiment of the present invention (such as a capillary and a microchip). Such as electrophoresis method. In such an electrophoresis method, a sample is applied to the glass product according to the first embodiment of the present invention (such as a capillary and a microchip), and a constant voltage is applied across the sample. As a result, components contained in the sample are electrophoresed and separated and analyzed by the electric field applied to the sample.

FIG. 1 is a diagram illustrating a capillary electrophoresis apparatus as an example of an analyzer according to an embodiment of the present invention.

A capillary electrophoresis apparatus 10 shown in FIG. 1 includes a power source 11, a first electrode 12a (for example, an anode) connected to one terminal (for example, a positive terminal) of the power source 11, and the other terminal (for example, a positive terminal) of the power source 11. A second electrode 12b (cathode) connected to the terminal), two cells 14a, 14b for holding the electrolytic solution 13, a detector 16 and a glass capillary as an example of a glass product according to an embodiment of the invention 15 is included. The detector 16 may be, for example, a known absorptiometric detector.

  Here, the electrolytic solution 13 is held in the two cells 14a and 14b, and the flow path of the glass capillary 15 is spontaneously filled with the electrolytic solution 13 by capillary action. The first electrode 12a is immersed in the electric field solution 13 held in the cell 14a, and the second electrode 12b is immersed in the electric field solution 13 held in the cell 14b. The electrolytic solution contains an electrolyte and a solvent that dissolves the electrolyte. Further, the inner wall of the flow path of the glass capillary 15 is represented by the compound represented by the general formula (1) and / or the first compound which is the compound represented by the general formula (2), and the general formula (3). Or a treatment agent containing a second compound which is a compound represented by the general formula (4).

  Next, after injecting the sample into the capillary, both ends of the capillary are immersed in the electrolytic solution 13 and when the power supply 11 is turned on, an electric field applied between the first electrode 12a and the second electrode 12b is applied. An electroosmotic flow is generated in the electrolytic solution 13 filled in the capillary. Thereby, the component of the sample in the capillary moves from the first electrode 12a toward the second electrode 12b. The moving speed of the components of the sample contained in the electrolytic solution 13 depends on the components of the sample, and the sample that has migrated to the detection unit can be analyzed by the detector 16.

FIG. 2 is a diagram illustrating a microchip electrophoresis apparatus as an example of an analysis apparatus according to an embodiment of the present invention.

A microchip electrophoresis apparatus 20 shown in FIG. 2 includes a microchip 21, a power source 22, and a detector 23 as examples of glass products according to an embodiment of the present invention. The microchip 21 is provided with a microchannel 24. The microchannel 24 is a cross-shaped channel in FIG. Sample injection ports 25a1 and 25a2 are provided at both ends of the flow channel in one direction of the microchannel 24, and sample injection ports 25b1 and 25b2 are provided at both ends of the flow channel in the other direction of the microchannel 24. It has been. Each sample injection port has a microelectrode (not shown). The terminal of the power supply 22 is connected to the microelectrode of the sample injection port 25a2, and the microelectrodes of the sample injection ports 25a1 and 25b1 are grounded. In addition, the electrophoresis solution is injected into the microchannel 24 through any of the sample injection ports 25a1, 25a2, 25b1, and 25b2, and the microchannel 24 is spontaneously filled with the electrophoresis solution by capillary action. In addition, the detector 23 detects the component which migrated, and the detector 23 may be a detector by a well-known absorptiometry, for example. The electrolytic solution contains an electrolyte and a solvent that dissolves the electrolyte. Further, the inner wall of the microchannel 24 is a compound represented by the general formula (1) and / or a first compound which is a compound represented by the general formula (2), and a compound represented by the general formula (3). Or it is processed with the processing agent containing the 2nd compound which is a compound represented by General formula (4).

  Next, when the power supply 22 is turned on, the sample is applied to the electrolytic solution in the microchannel 24 by the electric field applied between the sample inlet 25a1 and the sample inlet 25a2, and between the sample inlet 25b1 and the sample inlet 25a2. An electroosmotic flow is generated in the direction from the inlet 25a2 to the sample inlet 25a1 and from the sample inlet 25a2 to the sample inlet 25b1. At this time, since the magnitude of the electroosmotic flow is proportional to the magnitude of the electric field, the electroosmotic flow in the direction from the sample inlet 25a2 to the sample inlet 25a1 is more directed from the sample inlet 25a2 to the sample inlet 25b1. Greater than directional electroosmotic flow. In this state, when the sample solution is injected from the sample injection port 25b2 with a pump or the like, the electroosmotic flow from the sample injection port 25a2 to the sample injection port 25a1 is larger, so the sample solution is supplied from the sample injection port 25b2 to the sample injection port 25a1. Move towards. Here, when the switch of the power source 22 is momentarily turned off, the electroosmotic flow is lost, and thus the sample solution moves from the sample injection port 25b2 toward all the sample injection ports. When the switch is turned on immediately thereafter, only the sample solution that has moved to the sample inlet 25b1 side is separated and migrates toward the sample inlet 25b1. The moving speed of the components contained in the sample solution depends on the components of the sample. The components of the migrated sample are detected by the detector 23 over a certain period of time, and the types and contents of the components contained in the sample are detected. Can be analyzed.

FIG. 3 is a diagram illustrating a first example of a capillary or microchip electrophoresis method as an example of an analysis method according to an embodiment of the present invention.

Figure 3 is included in the capillary or microchip electrophoresis apparatus, one microchip microchannel 31 as an example of a glass product according to an embodiment of the capillary 31 or the present invention as an example of a glass product according to embodiments of the present invention The part is shown schematically. The wall surface of the capillary or microchannel 31 is treated with the first compound 32 and the second compound 33. That is, the first compound 32 and the second compound 33 are bonded to the capillary or the wall surface of the microchannel 31 at a certain ratio. The first compound 32 is a compound represented by the general formula (1) and / or a compound represented by the general formula (2), and has a zwitterionic group phosphorylcholine group (PC). The second compound 33 is a compound represented by the general formula (3), and has a positive group having a positive charge.

  Next, the capillary or microchannel 31 is filled with an electrophoresis solution containing a sample and an electrolyte. The sample may include a positively charged component 34, an electrically neutral component 35, and a negatively charged component 36. The electrolyte is ionized into cations and anions 37 in the electrophoresis solution. Here, the adsorption of the positively charged component 34, the electrically neutral component 35, and the negatively charged component 36 contained in the sample with respect to the wall surface of the capillary or microchannel 31 is performed on the wall surface of the capillary or microchannel 31. It is suppressed by the first compound 32 having a phosphorylcholine group which is a zwitterionic group, which binds to

  On the other hand, the anion 37 ionized from the electrolyte is attracted to the second compound 33 having a positive group having a positive charge, which binds to the wall surface of the capillary or the microchannel 31. In this state, when a voltage is applied between the anode 38 and the cathode 39 provided at both ends of the capillary or the microchannel 31, the anion 37 moves from the cathode 39 side to the anode 38 side to generate an electroosmotic flow. . On the other hand, a force that moves toward the cathode 39 acts on the positively charged component 34 and a force that moves toward the anode 38 acts on the negatively charged component 36 by electrophoresis. However, the force moved by electroosmotic flow is usually much greater than the force moved by electrophoresis. Therefore, the positively charged component 34 moves toward the anode 38 together with the difference in flow between the electroosmotic flow and the flow moved by electrophoresis. Moreover, since the force which moves by electrophoresis does not act on the electrically neutral component 35, the electrically neutral component 35 moves to the anode 38 side with the flow of the electroosmotic flow. Further, the negatively charged component 36 moves toward the anode 38 together with the sum of the electroosmotic flow and the flow moved by electrophoresis. In this way, the positively charged component 34, the electrically neutral component 35, and the negatively charged component 36 move through the capillary or microchannel 31 with different migration times and are detected with different migration times.

FIG. 4 is a diagram illustrating a second example of a capillary or microchip electrophoresis method as an example of an analysis method according to an embodiment of the present invention.

Figure 4 is included in the capillary or microchip electrophoresis apparatus, the microchip of the microchannel 41 as an example of a glass product according to an embodiment of the capillary 41 or the present invention as an example of a glass product according to embodiments of the present invention one The part is shown schematically. The wall surface of the capillary or microchannel 41 is treated with the first compound 42 and the second compound 43. That is, the first compound 42 and the second compound 43 are bonded to the capillary or the wall surface of the microchannel 41 at a certain ratio. The first compound 42 is a compound represented by the general formula (1) and / or a compound represented by the general formula (2), and has a phosphorylcholine group (PC) that is a zwitterionic group. The second compound 43 is a compound represented by the general formula (4), and has a negative group having a negative charge.

  Next, the capillary or the microchannel 41 is filled with the electrophoresis solution containing the sample and the electrolyte. The sample may include a positively charged component 44, an electrically neutral component 45, and a negatively charged component 46. The electrolyte is ionized into cations 47 and anions in the electrophoresis solution. Here, the adsorption of the positively charged component 44, the electrically neutral component 45, and the negatively charged component 46 contained in the sample to the wall surface of the capillary or microchannel 41 is performed by the wall surface of the capillary or microchannel 41. It is suppressed by the first compound 42 having a phosphorylcholine group, which is a zwitterionic group, bonded to the.

  On the other hand, the cation 47 ionized from the electrolyte is attracted to the second compound 43 having a negative charge (capable) negative group that binds to the capillary or the wall surface of the microchannel 41. In this state, when a voltage is applied between the anode 48 and the cathode 49 provided at both ends of the capillary or the microchannel 41, the cation 47 moves from the anode 48 side to the cathode 49 side to generate an electroosmotic flow. . On the other hand, a force that moves toward the cathode 49 acts on the positively charged component 44 and a force that moves toward the anode 48 acts on the negatively charged component 46 by electrophoresis. However, the force moved by electroosmotic flow is usually much greater than the force moved by electrophoresis. Therefore, the positively charged component 44 moves to the cathode 49 side together with the sum of the electroosmotic flow and the flow moved by electrophoresis. Moreover, since the force which moves by electrophoresis does not act on the electrically neutral component 45, the electrically neutral component 45 moves to the cathode 49 side with the flow of the electroosmotic flow. Further, the negatively charged component 46 moves to the cathode 49 side together with the difference between the electroosmotic flow and the flow moved by electrophoresis. In this way, the positively charged component 44, the electrically neutral component 45, and the negatively charged component 46 move through the capillary or microchannel 41 at different migration times and are detected at different migration times.

[Example]
Next, embodiments of the present invention will be described with reference to the drawings.

[Production Example 1]
(Production of Compound (1))
450 mg of L-α-glycerophosphorylcholine (Nippon Seika) was dissolved in 15 mL of distilled water, and the resulting aqueous solution was cooled in an ice-water bath. 750 mg of sodium periodate (Wako Pure Chemical Industries, Ltd.) was added to the aqueous solution, and the aqueous solution was stirred for 5 hours. The obtained reaction solution was concentrated under reduced pressure and dried under reduced pressure, and the phosphorylcholine derivative having an aldehyde group was extracted into methanol. 7.5 g of the obtained phosphorylcholine derivative was dissolved in 30 mL of methanol, and 3.6 g of 3-aminopropyltrimethoxysilane (Shin-Etsu Chemical Co., Ltd.) was added to the methanol solution. The mixed solution was stirred at room temperature for 5 hours and then ice-cooled, 2.5 g of sodium cyanotrihydroborate (Wako Pure Chemical Industries, Ltd.) was added to the solution, and the solution was stirred at room temperature for 16 hours. did. The resulting precipitate was filtered and compound (1) (compound represented by general formula (1), where m1 = 3, n1 = 2, X11, X12, and X13 = CH ₃ O) Solution (concentration of compound (1) = 4% by weight) was obtained.

[Production Example 2]
(Production of Compound (2))
5 g of L-α-glycerophosphorylcholine (Nippon Seika), 17 g of sodium periodate (Wako Pure Chemical Industries, Ltd.), 81 mg of ruthenium trichloride hydrate (Wako Pure Chemical Industries, Ltd.), 70 g of ions Dissolved in a mixture of exchanged water and 30 g of acetonitrile. The resulting solution was stirred at room temperature for 2 hours and then filtered, and the solvent was removed from the filtrate. A phosphorylcholine derivative having a carboxyl group was extracted into methanol from the obtained solid, and the extract was concentrated under reduced pressure and dried under reduced pressure. 3 g of the obtained phosphorylcholine derivative was dissolved in 100 mL of methanol, and 1.1 g of 3-aminopropyltrimethoxysilane (Shin-Etsu Chemical Co., Ltd.), 1.4 g of N-hydroxysuccinimide ( Wako Pure Chemical Industries, Ltd.) and 2.4 g of N-ethyl-N′-3-dimethylaminopropylcarbodiimide (Sigma Aldrich) were added and reacted at −10 ° C. for 16 hours to obtain compound (2) ( A compound represented by the general formula (2), in which m2 = 3, n2 = 2, X21, X22, and X23 = all compounds in CH ₃ O) in methanol solution (compound (2) concentration = 4 weight) %).

[Example 1]
(Glass capillary 1 for electrophoresis equipment)
Methanol solution of compound (1) produced in Production Example 1 and 3-aminopropyltrimethoxysilane (Shin-Etsu Chemical Co., Ltd.) (a compound represented by the general formula (3), m3 = 3, X31, X32 , X33 = CH ₃ O, a compound in which R 1 = NH ₂ ) was mixed at a volume ratio of 95: 5 (volume ratio of the treating agent and compound (1): 3). -Amount of substance of aminopropyltrimethoxysilane = 34: 1) was passed through a fused silica capillary (Agilent Technology) having an inner diameter of 50 μm and a length of 30 cm, and the capillary was passed at 80 ° C. for 2 hours. The glass capillary 1 for electrophoresis apparatus was obtained by heating.

  This glass capillary 1 for electrophoresis apparatus was attached to a commercially available capillary electrophoresis apparatus (3DCE, HEWLETT PACKARD). Then, using a capillary electrophoresis apparatus equipped with the glass capillary 1 for electrophoresis apparatus, a phosphate buffer aqueous solution adjusted to 50 mM and pH = 7 is used as an electrophoresis solvent, and lysozyme, albumin, and γ-globulin capillary samples are used as samples. Electrophoresis (voltage applied to the electrophoresis solution = 15 kV) was performed. FIG. 5 shows an electrophoretogram of a sample obtained by capillary electrophoresis in Example 1. Here, the horizontal axis in FIG. 5 represents the migration time (minute) of capillary electrophoresis, and the vertical axis in FIG. 5 represents the detection signal intensity (arbitrary unit) of the sample component. In addition, attribution of the peak of a detection signal was performed based on the electrophoretic diagram obtained by electrophoresing each of lysozyme, albumin, and (gamma) -globulin separately.

  When the sample is electrophoresed using the glass capillary 1 for electrophoresis apparatus, as shown in FIG. 5, even if a neutral (pH = 7) electrophoretic solution is used, all the proteins contained in the sample are (Lysozyme, albumin, γ-globulin) were separated with high resolution and could be detected in a short time within 10 minutes.

[Example 2]
(Glass capillary 2 for electrophoresis equipment)
Methanol solution of compound (2) produced in Production Example 2 and 3-aminopropyltrimethoxysilane (Shin-Etsu Chemical Co., Ltd.) (a compound represented by the general formula (3), m3 = 3, X31, X32 , solution obtained by mixing 1% by weight) aqueous solution of all X33 ₌ a CH 3 O, R1 = NH ₂ compound) at a volume ratio of 90:10 (treatment agent, substance amount of the compound (2): A substance amount of 3-aminopropyltrimethoxysilane = 16: 1) was passed through a capillary made of fused silica (Agilent Technology) having an inner diameter of 50 μm and a length of 30 cm. The glass capillary 2 for electrophoresis apparatus was obtained by heating for a time.

  This glass capillary 2 for electrophoresis apparatus was attached to a commercially available capillary electrophoresis apparatus (3DCE, HEWLETT PACKARD). Then, using a capillary electrophoresis apparatus equipped with the glass capillary 2 for electrophoresis apparatus, a phosphate buffer aqueous solution prepared to 50 mM and pH = 7 is used as an electrophoresis solvent, and lysozyme, albumin, and γ-globulin capillary samples are used as samples. Electrophoresis (voltage applied to the electrophoresis solution = 15 kV) was performed. 6 shows an electrophoretogram of a sample obtained by capillary electrophoresis in Example 2. FIG. Here, the horizontal axis of FIG. 6 represents the migration time (minute) of capillary electrophoresis, and the vertical axis of FIG. 6 represents the detection signal intensity (arbitrary unit) of the sample component. In addition, attribution of the peak of a detection signal was performed based on the electrophoretic diagram obtained by electrophoresing each of lysozyme, albumin, and (gamma) -globulin separately.

  When the sample is electrophoresed using the glass capillary 2 for electrophoresis apparatus, as shown in FIG. 6, even if a neutral (pH = 7) electrophoretic solution is used, all the proteins contained in the sample (Lysozyme, albumin, γ-globulin) were separated with high resolution and could be detected in a short time within 10 minutes.

[Comparative Example 1]
(PVA coated capillary)
A commercially available polyvinyl alcohol (PVA) -coated capillary (Agilent Technology) having an inner diameter of 50 μm and a length of 30 cm was attached to a commercially available capillary electrophoresis apparatus (3DCE, HEWLETT PACKARD). And using a capillary electrophoresis apparatus equipped with a PVA-coated capillary,
Using a phosphate buffer aqueous solution adjusted to 50 mM and pH = 3 with reference to the attached specifications of the PVA-coated capillary as a running solvent, lysozyme, albumin, and γ-globulin as a sample (electrophoresis solution applied voltage = 15 kV). FIG. 7 shows an electrophoretogram of a sample obtained by capillary electrophoresis in Comparative Example 1. Here, the horizontal axis of FIG. 7 represents the electrophoresis time (minute) of capillary electrophoresis, and the vertical axis of FIG. 7 represents the detection signal intensity (arbitrary unit) of the sample component. In addition, attribution of the peak of a detection signal was performed based on the electrophoretic diagram obtained by electrophoresing each of lysozyme, albumin, and (gamma) -globulin separately.

  When electrophoresis of a sample is performed using a PVA-coated capillary, it is necessary to use an acidic (pH = 3) electrophoresis solution. As shown in FIG. 7, proteins (lysozyme, albumin, γ) contained in the sample are required. -Globulin), lysozyme and albumin could not be separated and detected.

[Comparative Example 2]
(Compound (2) coating capillary)
Only the methanol solution of the compound (2) produced in Production Example 2 was passed through a fused silica capillary (Agilent Technology) having an inner diameter of 50 μm and a length of 30 cm, and the capillary was passed at 80 ° C. for 2 hours. Upon heating, a compound (2) coated capillary was obtained.

  The compound (2) -coated capillary was attached to a commercially available capillary electrophoresis apparatus (3DCE, HEWLETT PACKARD). Then, using a capillary electrophoresis apparatus equipped with a compound (2) -coated capillary, a phosphate buffer aqueous solution prepared at 50 mM and pH = 7 is used as the electrophoresis solvent, and lysozyme, albumin, and γ-globulin as the sample are subjected to capillary electrophoresis. (Voltage applied to electrophoresis solution = 15 kV). FIG. 8 shows an electropherogram of a sample obtained by capillary electrophoresis in Comparative Example 2. Here, the horizontal axis of FIG. 8 represents the migration time (minute) of capillary electrophoresis, and the vertical axis of FIG. 8 represents the detection signal intensity (arbitrary unit) of the sample component. In addition, attribution of the peak of a detection signal was performed based on the electrophoretic diagram obtained by electrophoresing each of lysozyme, albumin, and (gamma) -globulin separately.

  When the sample was electrophoresed using the compound (2) -coated capillary, as shown in FIG. 8, the protein (lysozyme, albumin, Albumin could not be detected among (γ-globulin).

  From the results of Example 1 and Example 2, in the glass capillary 1 or 2 for an electrophoresis apparatus having an inner wall treated with a treating agent containing the compound (1) or the compound (2) and 3-aminopropyltrimethoxysilane, Included in the sample by inhibiting the protein (lysozyme, albumin, γ-globulin) contained in the sample from adsorbing to the inner wall of the glass capillary 1 or 2 for electrophoresis apparatus and generating an electroosmotic flow in the electrophoresis solution It is considered that each protein can be separated in a short time with a high degree of separation. In addition, by changing the ratio of the compound (1) or compound (2) and 3-aminopropyltrimethoxysilane contained in the treatment agent, the electroosmotic flow generated in the electrophoresis solution can be controlled and included in the sample. It is considered that the migration time of each protein can be controlled.

  From the results of Comparative Example 1, in the PVA-coated capillary provided with the inner wall treated with the hydrophilic polymer PVA, the phosphate ions contained in the electrophoresis solution are moved near the inner wall of the capillary by the PVA covering the inner wall of the capillary. It is considered that the generation of the electroosmotic flow is inhibited by being attracted by the water. As a result, each protein contained in the sample is separated only by electrophoresis of each protein. When the length of the capillary channel is short, the degree of separation of each protein contained in the sample decreases. It is thought to do. Moreover, in order to separate each protein contained in the sample only by electrophoresis of each protein, it is necessary to positively charge all the proteins (lysozyme, albumin, γ-globulin) contained in the sample. The electrophoresis solution used is limited to an acidic electrophoresis solution.

  From the result of Comparative Example 2, in the compound (2) -coated capillary having the inner wall treated only with the compound (2), it is contained in the electrophoresis solution by the electrically neutral compound (2) covering the inner wall of the capillary. It is considered that the phosphate ions are prevented from being attracted to the vicinity of the inner wall of the capillary, and the generation of the electroosmotic flow is suppressed more than necessary. As a result, each protein contained in the sample is separated only by electrophoresis of each protein. When the length of the capillary channel is short, the degree of separation of each protein contained in the sample decreases. It is thought to do.

As mentioned above, although embodiment (embodiment) and an example of the present invention were described concretely, the present invention is not limited to these embodiment (embodiment) and an example, these books Embodiments (embodiments) and examples of the invention can be changed or modified without departing from the spirit and scope of the present invention.

[Appendix]
Appendix (1):
A glass product,
At least a part of the surface of the glass product is treated with a treatment agent;
The treating agent is
General formula (1)

A compound represented by
General formula (2)

A compound represented by:
Combination of the compound represented by the general formula (1) and the compound represented by the general formula (2)
A first compound selected from the group consisting of:
General formula (3)

And a compound represented by
General formula (4)

Compound represented by
A second compound selected from the group consisting of:
In general formula (1),
m1 is an integer greater than or equal to 1,
n1 is an integer of 1 to 4,
X11, X12, and X13 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X11, X12, and X13 is an alkoxy group and a halogen atom. A group selected from the group consisting of
In general formula (2),
m2 is an integer of 1 or more,
n2 is an integer of 1 to 4,
X21, X22, and X23 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X21, X22, and X23 is an alkoxy group and a halogen atom. A group selected from the group consisting of
In general formula (3),
m3 is an integer of 1 or more,
R1 is a group containing a positive group,
X31, X32, and X33 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X31, X32, and X33 is an alkoxy group and a halogen atom. A group selected from the group consisting of
In general formula (4),
m4 is an integer of 1 or more,
R2 is a group containing a negative group,
X41, X42, and X43 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X41, X42, and X43 is an alkoxy group and a halogen atom. A group selected from the group consisting of
Glass products characterized by that.

Appendix (2):
At least one of m1, m2, m3, and m4 is an integer greater than or equal to 2, The glass product as described in appendix (1) characterized by the above-mentioned.

Appendix (3):
At least one of m1, m2, m3, and m4 is an integer of 6 or less, The glass product as described in appendix (1) or (2) characterized by the above-mentioned.

Appendix (4):
At least one of X11, X12, X13, X21, X22, X23, X31, X32, X33, X41, X42, and X43 is an alkoxy group selected from the group consisting of a methoxy group and an ethoxy group The glass product according to any one of appendices (1) to (3).

Appendix (5):
The positive group includes a group selected from the group consisting of an amino group, an amino group substituted with a first alkyl group, an ammonium group, and an ammonium group substituted with a second alkyl group, The glass product according to any one of appendices (1) to (4).

Appendix (6):
Note that at least one of the first alkyl group and the second alkyl group is an alkyl group selected from the group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group. The glass product as described in 5).

Appendix (7):
The negative group includes a group selected from the group consisting of a carboxyl group, a carboxylate group, a sulfonic acid group, a sulfonate group, a phosphate group, and a phosphate group. The glass product according to any one of (1) to (4).

Appendix (8):
The glass product according to any one of appendices (1) to (7), wherein the first compound is a compound represented by the general formula (2).

Appendix (9):
The ratio of the total amount of substance of the first compound to the total amount of substance of the first compound and the amount of substance of the second compound is 0.80 or more. The glass product according to any one of (8) to (8).

Appendix (10):
The ratio of the substance amount of the second compound to the total amount of the substance amount of the first compound and the substance amount of the second compound is 0.05 or more, additional notes (1) to (1) to The glass product according to any one of (9).

Appendix (11):
An analyzer for analyzing components contained in a sample,
An analyzer comprising the glass product according to any one of appendices (1) to (10).

Appendix (12):
An analysis method for analyzing a component contained in a sample,
An analysis method comprising analyzing a component contained in a sample using the glass product according to any one of appendices (1) to (10).

FIG. 1 is a diagram illustrating a capillary electrophoresis apparatus as an example of an analyzer according to an embodiment of the present invention. FIG. 2 is a diagram illustrating a microchip electrophoresis apparatus as an example of an analysis apparatus according to an embodiment of the present invention. FIG. 3 is a diagram illustrating a first example of a capillary or microchip electrophoresis method as an example of an analysis method according to an embodiment of the present invention. FIG. 4 is a diagram illustrating a second example of a capillary or microchip electrophoresis method as an example of an analysis method according to an embodiment of the present invention. FIG. 5 shows an electrophoretogram of a sample obtained by capillary electrophoresis in Example 1. 6 shows an electrophoretogram of a sample obtained by capillary electrophoresis in Example 2. FIG. FIG. 7 shows an electrophoretogram of a sample obtained by capillary electrophoresis in Comparative Example 1. FIG. 8 shows an electropherogram of a sample obtained by capillary electrophoresis in Comparative Example 2.

DESCRIPTION OF SYMBOLS 10 Capillary electrophoresis apparatus 11, 22 Power supply 12a 1st electrode 12b 2nd electrode 13 Electrolytic solution 14a, 14b Cell 15 Glass capillary 16, 23 Detector 20 Microchip electrophoresis apparatus 21 Microchip 24 Microchannel 25a1, 25a2, 25b1, 25b2 Sample inlet 31, 41 Capillary or microchannel 32, 42 First compound 33, 43 Second compound 34, 44 Positively charged component 35, 45 Electrically neutral component 36, 46 Negative Charged component 37 Anion 38, 48 Anode 39, 49 Cathode 47 Cation

Claims (12)

A glass product,
The glass product is a capillary for a capillary electrophoresis apparatus or a microchip for a microchip electrophoresis apparatus or a pump type electrophoresis apparatus,
At least the inner surface of the glass products have been treated by the treatment agent,
The treating agent is
General formula (1)

A compound represented by
General formula (2)

A first compound selected from the group consisting of a compound represented by the general formula (1) and a combination of the compound represented by the general formula (2), and the general formula (3)

And a compound represented by the general formula (4)

A second compound selected from the group consisting of compounds represented by:
In general formula (1),
m1 is an integer greater than or equal to 1,
n1 is an integer of 1 to 4,
X11, X12, and X13 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X11, X12, and X13 is an alkoxy group and a halogen atom. A group selected from the group consisting of
In general formula (2),
m2 is an integer of 1 or more,
n2 is an integer of 1 to 4,
X21, X22, and X23 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X21, X22, and X23 is an alkoxy group and a halogen atom. A group selected from the group consisting of
In general formula (3),
m3 is an integer of 1 or more,
R1 is a group containing a positive group,
X31, X32, and X33 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X31, X32, and X33 is an alkoxy group and a halogen atom. A group selected from the group consisting of
In general formula (4),
m4 is an integer of 1 or more,
R2 is a group containing a negative group,
X41, X42, and X43 are each independently a group selected from the group consisting of an alkyl group, an alkoxy group, and a halogen atom, and at least one of X41, X42, and X43 is an alkoxy group and a halogen atom. A glass product characterized by being a group selected from the group consisting of:   The glass product according to claim 1, wherein at least one of m1, m2, m3, and m4 is an integer of 2 or more.   The glass product according to claim 1 or 2, wherein at least one of m1, m2, m3, and m4 is an integer of 6 or less.   At least one of X11, X12, X13, X21, X22, X23, X31, X32, X33, X41, X42, and X43 is an alkoxy group selected from the group consisting of a methoxy group and an ethoxy group The glass product according to any one of claims 1 to 3.   The positive group includes a group selected from the group consisting of an amino group, an amino group substituted with a first alkyl group, an ammonium group, and an ammonium group substituted with a second alkyl group. Item 5. The glass product according to any one of Items 1 to 4.   6. The at least one of the first alkyl group and the second alkyl group is an alkyl group selected from the group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group. Glass products described in 1.   The negative group includes a group selected from the group consisting of a carboxyl group, a carboxylate group, a sulfonic acid group, a sulfonate group, a phosphate group, and a phosphate group. Glass product as described in any one of 1-4.   The glass product according to any one of claims 1 to 7, wherein the first compound is a compound represented by the general formula (2).   The ratio of the total amount of substance of the first compound to the total amount of substance of the first compound and the amount of substance of the second compound is 0.80 or more. The glass product as described in any one of thru | or 8.   10. The ratio of the substance amount of the second compound to the total amount of the substance amount of the first compound and the substance amount of the second compound is 0.05 or more, Glass product as described in any one of. An analyzer for analyzing components contained in a sample,
An analyzer comprising the glass product according to any one of claims 1 to 10. An analysis method for analyzing a component contained in a sample,
The analysis method characterized by analyzing the component contained in a sample using the glassware as described in any one of Claims 1 thru | or 10.

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