FEBS Lett 1989 Apr 10;2471:9-12. doi: 10.1016/0014-5793(89)81228-1.

Mechanism of biosynthesis of 11R-and 12R-hydroxyeicosatetraenoic acids by eggs of the sea urchin Strongylocentrotus purpuratus.

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11(R)-Hydroxyeicosatetraenoic acid [11(R)-HETE] and 12(R)-HETE are biosynthesized by eggs of the sea urchin S. purpuratus. We report here the isolation of the 11(4)- and 12(R)-hydroperoxy-eicosanoids from incubations of the desalted 30-50%(NH4)2SO4 fraction of the egg homogenate; biosynthesis required the addition of calcium but not NADPH. Egg 11- and 12-HETE were formed from octadeuterated arachidonic acid without loss of geminal 2H from C11 or C12, thus revealing that 11- or 12-keto intermediates are not involved in the biosynthesis. The results support the conclusion that egg 11(R)- and 12(R)-HETE are synthesized by a lipoxygenase and not by an NADPH-dependent cytochrome P450 monooxygenase mechanism.

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Genes referenced: LOC100887844 LOC115917891