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.