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Resolution of fused bicyclic ketones by a recombinant biocatalyst expressing the Baeyer-Villiger monooxygenase gene Rv3049c from Mycobacterium tuberculosis H37Rv

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JournalBioorganic & Medicinal Chemistry Letters
DatePublished - 15 Sep 2006
Issue number18
Volume16
Number of pages5
Pages (from-to)4813-4817
Original languageEnglish

Abstract

Recombinant Escherichia coli B834 (DE3) pDB5 expressing the Rv3049c gene encoding a Baeyer-Villiger monooxygenase from Mycobacterium tuberculosis H37Rv was used for regioselective oxidations of fused bicyclic ketones. This whole-cell system represents the first recombinant Baeyer-Villiger oxidation biocatalyst that effectively resolves the racemic starting materials in this series. Within biotransformations using this organism one substrate enantiomer remains in high optical purity, while the second enantiomer is oxidized to one type of regioisomeric lactone preferably. (c) 2006 Elsevier Ltd. All rights reserved.

    Research areas

  • Baeyer-Villiger oxidation, biocatalysis, biotransformation, lactone, monooxygenase, ENGINEERED ESCHERICHIA-COLI, MICROBIOLOGICAL TRANSFORMATIONS, WHOLE-CELLS, OXIDATIONS, CLONING, ROUTE

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