Oliw E H, Benthin G
Biochem Biophys Res Commun. 1985 Feb 15;126(3):1090-6. doi: 10.1016/0006-291x(85)90297-9.
cis-5(6)Epoxy- and cis-14(15)epoxyeicosatrienoic acid are formed from arachidonic acid by monooxygenases. 5(6)Epoxyeicosatrienoic acid is metabolized by fatty acid cyclooxygenase of ram seminal vesicles and the major products were recently identified as 5(6)epoxy-PGE1 and two stereoisomers of 5-hydroxy-PGI1. The two isomers were likely formed from an unstable intermediate, 5(6)epoxy-PGF1 alpha. The isolation of 5(6)epoxy-PGF1 alpha is described here and 14(15)epoxyeicosatrienoic acid is shown to inhibit fatty acid cyclooxygenase of ram seminal vesicles, albeit less potently than eicosatetraynoic acid (IC50 0.18 and 0.05 mM, respectively).
顺式-5(6)环氧-和顺式-14(15)环氧二十碳三烯酸由单加氧酶作用于花生四烯酸形成。5(6)环氧二十碳三烯酸由公羊精囊的脂肪酸环氧化酶代谢,其主要产物最近被鉴定为5(6)环氧-PGE1和5-羟基-PGI1的两种立体异构体。这两种异构体可能由不稳定的中间体5(6)环氧-PGF1α形成。本文描述了5(6)环氧-PGF1α的分离,并且表明14(15)环氧二十碳三烯酸可抑制公羊精囊的脂肪酸环氧化酶,尽管效力低于二十碳四炔酸(IC50分别为0.18和0.05 mM)。