Prostaglandin G2 (PGG2) is an organic peroxide belonging to the family of prostaglandins.[1] The compound has been isolated as a solid, although it is usually used in vivo. It quickly converts into prostaglandin H2, a process catalyzed by the enzyme COX.
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IUPAC name
(5Z)-7-{(1R,4S,5R,6R)-6-[(1E,3S)-3-Hydroperoxy-1-octen-1-yl]-2,3-dioxabicyclo[2.2.1]hept-5-yl}-5-heptenoic acid
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CompTox Dashboard (EPA)
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C20H32O6 | |
Molar mass | 368.464 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Prostaglandin G2 is produced from the fatty acid arachidonic acid. The reaction, a double oxygenation, requires the enzyme cyclooxygenase, which inserts two molecules of O2 into the C-H bonds of the substrate acid.[2][1][3]
References
edit- ^ a b Wilfred van der Donk; Tsai Ah-Lim; Kulmacz Richard J. (2002). "The cyclooxygenase reaction mechanism". Biochemistry. 41 (52): 15451–8. doi:10.1021/bi026938h. PMID 12501173.
- ^ Rouzer, Carol A.; Marnett, Lawrence J. (2003). "Mechanism of Free Radical Oxygenation of Polyunsaturated Fatty Acids by Cyclooxygenases". Chemical Reviews. 103 (6): 2239–2304. doi:10.1021/cr000068x. PMID 12797830.
- ^ "Prostaglandin G2". Santa cruz biotechnology, inc. Retrieved 27 April 2015.