The lipoxins: determination of their biosynthesis.
The stereochemistry and double bond geometry of a novel series of leukocyte derived arachidonic acid metabolites, the lipoxins, was determined by comparison to pure unambiguous synthetic standards. The lipoxins were found to be a mixture of four lipoxin A isomers and two lipoxin B isomers. In determining the biosynthesis of these compounds, they were shown to be formed via a tetraene epoxide. In addition, it was shown that all of the lipoxin isomers formed by the incubation of 15-HPETE with human leukocytes were also formed by non enzymatic hydrolysis of this tetraene epoxide.
D001095:Arachidonic Acids / Q000378:metabolism*; D004852:Epoxy Compounds / Q000032:analysis; D006801:Humans; D006868:Hydrolysis; D006893:Hydroxyeicosatetraenoic Acids / Q000096:biosynthesis*; D007962:Leukocytes / Q000378:metabolism; D044045:Lipoxins; D008084:Lipoxygenase / Q000378:metabolism
D001095:Arachidonic Acids; D004852:Epoxy Compounds; D006893:Hydroxyeicosatetraenoic Acids; D044045:Lipoxins; C040527:lipoxin A4; C042651:lipoxin B4; D008084:Lipoxygenase