Biosynthesis of 19‐Hydroxy‐Prostaglandin A1

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Abstract
Prostaglandin A1, prostaglandin E1 and 11α‐hydroxy‐9,15‐diketoprostanoic acid have been incubated with guinea pig liver microsomes plus boiled high speed supernatant supplemented with NADPH. Prostaglandin A1 was converted in 10–18% yield into 19‐hydroxy‐prostaglandin A1 (35%) and 20‐hydroxy‐prostaglandin A1 (65%). Prostaglandin E1 gave a very small yield (less than 3%) of a hydroxylated derivative, and 11α‐hydroxy‐9,15‐diketoprostanoic acid was not hydroxylated at all. In the latter case, however, a reduction of the side chain keto group took place, affording 11α,15‐dihydroxy‐9‐ketoprostanoic acid.

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