Abstract
This chapter describes the preparation and effects of 12-hydroxyeicosatetraenoic acid. 12-L-Hydroxy-5,8,10,14-eicosatetraenoic acid (12-HETE) is one of the major metabolites of arachidonic acid in many tissues or organs. It is the enzymatic product of a novel lipoxygenase present in platelets, leukocytes, spleen, lung, skin, and possibly other tissues. The initial oxygenation of arachidonic acid by the lipoxygenase produces 12-L-hydroxyperoxy-5,8,11,14-eicosatetraenoic acid (12-HPETE). The hydroxyperoxy precursor is subsequently reduced by a peroxidase to give the hydroxy acid. 12-HPETE has been detected in the incubation mixture of arachidonic acid and platelet homogenate. The ultraviolet absorption spectrum of purified 12-HETE shows a single absorption maximum at 235 nm with an extinction coefficient of 26,400 M−1 cm−1. The t-butyldimethylsilyl derivative of the HETE methyl ester is more stable than the TMS derivative and can be isolated by extraction and chromatography, but the mass spectrum shows the same fragmentation pattern as the TMS derivative.
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