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A carbonate-forming Baeyer-Villiger monooxygenase.

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.

SUBMITTER: Hu Y

PROVIDER: S-EPMC4062580 | biostudies-other | 2014 Jul

REPOSITORIES: biostudies-other

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A carbonate-forming Baeyer-Villiger monooxygenase.

Hu Youcai Y Dietrich David D Xu Wei W Patel Ashay A Thuss Justin A J JA Wang Jingjing J Yin Wen-Bing WB Qiao Kangjian K Houk K N KN Vederas John C JC Tang Yi Y

Nature chemical biology 20140518 7

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 ket ...[more]

PMID: 24838010

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