Prostaglandin G2
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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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Chemical formula | 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). Infobox references |
Chemical compound
Prostaglandin G2 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.
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
- ^ 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.
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(ligands)
DP (D2)Tooltip Prostaglandin D2 receptor |
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EP (E2)Tooltip Prostaglandin E2 receptor |
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FP (F2α)Tooltip Prostaglandin F receptor |
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IP (I2)Tooltip Prostacyclin receptor |
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TP (TXA2)Tooltip Thromboxane receptor |
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Unsorted |
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(inhibitors)
- Precursors: Linoleic acid
- γ-Linolenic acid (gamolenic acid)
- Dihomo-γ-linolenic acid
- Diacylglycerol
- Arachidonic acid
- Prostaglandin G2
- Prostaglandin H2
- See also
- Receptor/signaling modulators
- Leukotriene signaling modulators
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