Naturalproductman’s Blog

Hey, is that a natural product?!

From a trans to cis olefin and oxidations

Posted by naturalproductman on April 14, 2016

Kenji Watanabe and co-workers from the University of Shizuoka have reported in ACIE on an enzyme system (PsoE (glutathione S-transferase) and PsoF (flavin-containing monooxygenase)) that involves glutathione conjugation of a polyolefinic natural product (presynerazol) to form a glutathione adduct intermediate, which in turn is oxidized to the sulfoxide (by flavin hydroperoxide) and eliminates to form a cis-olefin (synerazol).


ACIE paper

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