title: Rat testis lipoxygenase-like enzyme. Characterization of products from linoleic acid.
abstract: The linoleate oxidation products of the affinity chromatography-purified lipoxygenase-like enzyme isolated from rat testes microsomes were characterized. Three types of reaction products separated by thin-layer chromatography were generally present: polar byproducts (A and B) and hydroperoxides. The methyl hydroxystearates obtained from the enzymically produced hydroperoxides were analysed by gas-liquid chromatography and showed a ratio of 67% 13-hydroxy isomer to 33% 9-hydroxy isomer. The major polar byproduct was analysed by infrared spectra, nuclear magnetic resonance and mass spectrometry (of the toluene-p-sulphonyl derivative) and its structure was established as 13-hydroxy-12-oxo-octadec-cis-9-enoic acid. The possibility of the existence of a linoleate hydroperoxide isomerase in the affinity-purified preparation is discussed.
mesh_terms: D000818:Animals; D008041:Linoleic Acids; D008084:Lipoxygenase / Q000378:metabolism*; D008297:Male; D008861:Microsomes / Q000201:enzymology; D051381:Rats; D013737:Testis / Q000201:enzymology*
chemical_list: D008041:Linoleic Acids; D008084:Lipoxygenase