Abstract
Eighteen known and putative reductases from baker's yeast (Saccharomyces cerevisiae) were tested for the ability to reduce a series of alpha-chloro-beta-keto esters. In nearly all cases, it was possible to produce at least two of the four possible alpha-chloro-beta-hydroxy ester diastereomers with high optical purities. The utility of this approach was demonstrated by reducing ethyl 2-chloroacetoacetate to the corresponding syn-(2R,3S)-alcohol on a multigram scale using whole cells of an Escherichia coli strain overexpressing a single yeast reductase identified from the screening studies.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Alcohol Oxidoreductases / chemistry
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Alcohol Oxidoreductases / genetics
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Alcohol Oxidoreductases / metabolism*
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Catalysis
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Escherichia coli / metabolism
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Esters / chemistry
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Esters / metabolism
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Hydrocarbons, Chlorinated / chemistry*
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Hydrocarbons, Chlorinated / metabolism
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Oxidation-Reduction
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Oxidoreductases / chemistry
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Oxidoreductases / genetics
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Oxidoreductases / metabolism*
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Saccharomyces cerevisiae / enzymology*
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Saccharomyces cerevisiae / genetics
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Stereoisomerism
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Substrate Specificity
Substances
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Esters
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Hydrocarbons, Chlorinated
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Oxidoreductases
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Alcohol Oxidoreductases