Abstract
We report the first rationally designed (S)-selective MenD from E. coli for the synthesis of functionalized α-hydroxy ketones. By mutation of two amino acids in the active site stereoselectivity of the (R)-selective EcMenD (ee > 93%) was inverted giving access to (S)-5-hydroxy-4-oxo-5-phenylpentanoate derivatives with stereoselectivities up to 97% ee.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Aldehydes / chemistry
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Biocatalysis
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Catalytic Domain
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Escherichia coli / metabolism*
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Escherichia coli Proteins / genetics
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Escherichia coli Proteins / metabolism*
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Ketones / chemistry
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Ketones / metabolism*
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Mutation
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Pyruvate Oxidase / genetics
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Pyruvate Oxidase / metabolism*
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Stereoisomerism
Substances
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Aldehydes
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Escherichia coli Proteins
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Ketones
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2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexadiene-1-carboxylate synthase, E coli
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Pyruvate Oxidase