Nature Chemical Biology 2014-07-01

A carbonate-forming Baeyer-Villiger monooxygenase.

Youcai Hu, David Dietrich, Wei Xu, Ashay Patel, Justin A J Thuss, Jingjing Wang, Wen-Bing Yin, Kangjian Qiao, K N Houk, John C Vederas, Yi Tang

Index: Nat. Chem. Biol. 10(7) , 552-4, (2014)

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Abstract

Despite the remarkable versatility displayed by flavin-dependent monooxygenases (FMOs) in natural product biosynthesis, one notably missing activity is the oxidative generation of carbonate functional groups. We describe a multifunctional Baeyer-Villiger monooxygenase, CcsB, which catalyzes the formation of an in-line carbonate in the macrocyclic portion of cytochalasin E. This study expands the repertoire of activities of FMOs and provides a possible synthetic strategy for transformation of ketones into carbonates.