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Issue 20, 2013
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(S)-Selective MenD variants from Escherichia coli provide access to new functionalized chiral α-hydroxy ketones

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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.

Graphical abstract: (S)-Selective MenD variants from Escherichia coli provide access to new functionalized chiral α-hydroxy ketones

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Publication details

The article was received on 30 Nov 2012, accepted on 22 Jan 2013 and first published on 22 Jan 2013


Article type: Communication
DOI: 10.1039/C3CC38607D
Citation: Chem. Commun., 2013,49, 2061-2063
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    (S)-Selective MenD variants from Escherichia coli provide access to new functionalized chiral α-hydroxy ketones

    R. Westphal, S. Waltzer, U. Mackfeld, M. Widmann, J. Pleiss, M. Beigi, M. Müller, D. Rother and M. Pohl, Chem. Commun., 2013, 49, 2061
    DOI: 10.1039/C3CC38607D

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