10-hydroxy-8-octadecenoic-acid and 1-pentene-3-one

10-hydroxy-8-octadecenoic-acid has been researched along with 1-pentene-3-one* in 1 studies

Other Studies

1 other study(ies) available for 10-hydroxy-8-octadecenoic-acid and 1-pentene-3-one

ArticleYear
Gamma-hydroxyalkenals are oxidatively cleaved through Michael addition of acylperoxy radicals and fragmentation of intermediate beta-hydroxyperesters.
    Journal of the American Chemical Society, 2004, Sep-22, Volume: 126, Issue:37

    Oxidative cleavage of arachidonate (C(20)) and linoleate (C(18)) phospholipids generates truncated C(8) or C(12) gamma-hydroxyalkenal phospholipids as well as C(5) or C(9) carboxyalkanoate phospholipids, which are abundant in atherosclerotic plaques. The gamma-hydroxyalkenals promote foam cell formation by scavenger receptor CD36-mediated endocytosis. The carboxyalkanoates are potent regulators of endothelial cell functions that may promote atherogenesis. We now report an unexpected biosynthetic interconnection; the carboxyalkanoates can be generated through oxidative cleavage of the gamma-hydroxyalkenals with the loss of three carbons. This unprecedented transformation is shown to involve Michael addition of an acylperoxy radical and fragmentation of the resulting beta-hydroxyperester.

    Topics: Acetone; Aldehydes; Alkenes; Esters; Free Radicals; Oleic Acids; Oxidation-Reduction; Pentanones; Peroxides; Phenylhydrazines; Phospholipids; Phosphorylcholine

2004