An Enantiodivergent Trend in Microbial Baeyer−Villiger Oxidations of Functionalized Pentalenones by Recombinant Whole Cells Expressing Monooxygenases from  Acinetobacter  and  Pseudomonas | Zendy

Mihovilovic Marko D. | Zendy; Müller Bernhard | Zendy; Schulze Alexander | Zendy; Stanetty Peter | Zendy; Kayser Margaret M. | Zendy

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An Enantiodivergent Trend in Microbial Baeyer−Villiger Oxidations of Functionalized Pentalenones by Recombinant Whole Cells Expressing Monooxygenases from Acinetobacter and Pseudomonas

Author(s) -

Mihovilovic Marko D.,

Müller Bernhard,

Schulze Alexander,

Stanetty Peter,

Kayser Margaret M.

Publication year - 2003

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200300023

Subject(s) - chemistry , monooxygenase , biotransformation , cyclohexanone , cyclopentanone , pseudomonas , stereochemistry , recombinant dna , biocatalysis , enzyme , organic chemistry , catalysis , biochemistry , bacteria , cytochrome p450 , reaction mechanism , biology , gene , genetics

We have investigated the microbial Baeyer−Villiger oxidations of pentalenones by recombinant whole cells expressing cyclohexanone monooxygenase from Acinetobacter and cyclopentanone monooxygenase from Pseudomonas . The two enzymes display a distinguishable enantiodivergent trend in the biotransformation of some prochiral substrates. A significant influence of the conformation of the fused‐ring system and the polarity of the substituents on the conversion and enantioselectivity of the microbial oxidations was observed and is discussed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

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