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Stereoselective reductase-catalysed deoxygenation of sulfoxides in aerobic and anaerobic bacteria

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UNSPECIFIED. (2004) Stereoselective reductase-catalysed deoxygenation of sulfoxides in aerobic and anaerobic bacteria. ORGANIC & BIOMOLECULAR CHEMISTRY, 2 (4). pp. 554-561. ISSN 1477-0520

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Official URL: http://dx.doi.org/10.1039/b313714g

Abstract

Direct and indirect evidence, Of unexpected stereoselective reductase-catalysed deoxygenations of sulfoxides, was found. The deoxygenations proceeded simultaneously, with the expected dioxygenase-catalysed asymmetric sulfoxidation of sulfides, during some biotransformations with the aerobic bacterium Pseudomonas putida UV4. Stereoselective reductase-catalysed asymmetric deoxygenation of racemic alkylaryl, dialkyl and phenolic sulfoxides was observed, without evidence of the reverse sulfoxidation reaction, using anaerobic bacterial strains. A purified dimethyl sulfoxide reductase, obtained from the intact cells of the anaerobic bacterium Citrobacter braakii DMSO 11, yielded, from the corresponding racemates, enantiopure alkylaryl sulfoxide and thiosulfinate samples.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Journal or Publication Title: ORGANIC & BIOMOLECULAR CHEMISTRY
Publisher: ROYAL SOC CHEMISTRY
ISSN: 1477-0520
Date: 21 February 2004
Volume: 2
Number: 4
Number of Pages: 8
Page Range: pp. 554-561
Identification Number: 10.1039/b313714g
Publication Status: Published
URI: http://wrap.warwick.ac.uk/id/eprint/8659

Data sourced from Thomson Reuters' Web of Knowledge

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