Biosynthesis of Psoralen: Mechanism of a Cytochrome P450 Catalyzed Oxidative Bond Cleavage.

Angew Chem Int Ed Engl

Max-Planck-Institut für Chemische Ökologie, Tatzendpromenade 1a, D-07745 Jena (Germany), Fax: (+49) 3641-643670.

Published: February 1999

In contrast to the stepwise oxidative dealkylation of steroids [Eq. (1)], (+)-marmesin (1) is directly converted by the psoralen synthase (a cytochrome P450) into the phototoxic furanocoumarin psoralen (2) and acetone. The dealkylation proceeds as a syn elimination.

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http://dx.doi.org/10.1002/(SICI)1521-3773(19990201)38:3<400::AID-ANIE400>3.0.CO;2-KDOI Listing

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