Characterization of monohydroxylated lipoxygenase metabolites of arachidonic and linoleic acid in rabbit peritoneal tissue.
Rabbit peritoneal tissue contains a lipoxygenase which converts arachidonic acid preferentially into 15-hydroxy-5,8,11,13-eicosatetraenoic acid. Stereochemical analysis of the menthyloxycarbonyl derivative of this metabolite by means of a high-pressure liquid chromatography method, involving the use of a Ag+ -loaded cation-exchange column, indicated that it has mainly the 15-Ls-hydroxy configuration. The biosynthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid could be confirmed during examination of the monohydroxy acids obtained without addition of fatty acids, thus formed from endogenously released substrate. However, the 9-and 13-hydroxy derivatives of linoleic acid were also formed and in quantities exceeding those of 15-hydroxy-5,8,11,13-eicosatetraenoic acid.
D000818:Animals; D001095:Arachidonic Acids / Q000096:biosynthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D006893:Hydroxyeicosatetraenoic Acids; D007536:Isomerism; D019787:Linoleic Acid; D008041:Linoleic Acids / Q000096:biosynthesis* / Q000378:metabolism; D044243:Linoleic Acids, Conjugated; D008084:Lipoxygenase / Q000378:metabolism*; D010537:Peritoneum / Q000378:metabolism*; D011817:Rabbits
D001095:Arachidonic Acids; D006893:Hydroxyeicosatetraenoic Acids; D008041:Linoleic Acids; D044243:Linoleic Acids, Conjugated; C024347:9-hydroxy-10,12-octadecadienoic acid; C024348:13-hydroxy-9,11-octadecadienoic acid; C025984:15-hydroxy-5,8,11,13-eicosatetraenoic acid; D019787:Linoleic Acid; D008084:Lipoxygenase