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Issue 9, 2013
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An enantioselective artificial metallo-hydratase

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Abstract

Direct addition of water to alkenes to generate important chiral alcohols as key motif in a variety of natural products still remains a challenge in organic chemistry. Here, we report the first enantioselective artificial metallo-hydratase, based on the transcription factor LmrR, which catalyses the conjugate addition of water to generate chiral β-hydroxy ketones with enantioselectivities up to 84% ee. A mutagenesis study revealed that an aspartic acid and a phenylalanine located in the active site play a key role in achieving efficient catalysis and high enantioselectivities.

Graphical abstract: An enantioselective artificial metallo-hydratase

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Article information


Submitted
23 May 2013
Accepted
26 Jun 2013
First published
27 Jun 2013

Chem. Sci., 2013,4, 3578-3582
Article type
Edge Article

An enantioselective artificial metallo-hydratase

J. Bos, A. García-Herraiz and G. Roelfes, Chem. Sci., 2013, 4, 3578
DOI: 10.1039/C3SC51449H

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