Enzymatic synthesis of 15-hydroperoxythromboxane A2 and 12-hydroperoxy-5,8,10-heptadecatrienoic acid.
Partially purified thromboxane synthase from human platelets converted prostaglandin G2 to two products. These were transformed to 12-hydroxy-5,8,10-heptadecatrienoic acid and thromboxane B2 by stannous chloride reduction and to 12-keto-5,8,10-heptadecatrienoic acid and 15-ketothromboxane B2 by lead tetraacetate dehydration. Trapping with methanol after short incubations of substrate with enzyme and reduction by stannous chloride yielded 11-O-methylthromboxane B2. Based on these results, the enzymatically formed products were identified as 12-hydroperoxy-5,8,10-heptadecatrienoic acid and 15-hydroperoxythromboxane A2.
D001792:Blood Platelets / Q000201:enzymology*; D002855:Chromatography, Thin Layer; D005231:Fatty Acids, Unsaturated / Q000096:biosynthesis*; D006801:Humans; D013058:Mass Spectrometry; D010088:Oxidoreductases / Q000097:blood*; D010545:Peroxides / Q000096:biosynthesis*; D011462:Prostaglandins G; D013928:Thromboxane A2 / Q000031:analogs & derivatives / Q000096:biosynthesis*; D013930:Thromboxane-A Synthase / Q000097:blood*; D013931:Thromboxanes / Q000096:biosynthesis*
D005231:Fatty Acids, Unsaturated; D010545:Peroxides; D011462:Prostaglandins G; D013931:Thromboxanes; D013928:Thromboxane A2; C023007:12-hydroperoxy-5,8,10-heptadecatrienoic acid; C024136:15-hydroperoxythromboxane A2; D010088:Oxidoreductases; D013930:Thromboxane-A Synthase