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Issue 75, 2020
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Enhanced cis- and enantioselective cyclopropanation of styrene catalysed by cytochrome P450BM3 using decoy molecules

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Abstract

We report the enhanced cis- and enantioselective cyclopropanation of styrene catalysed by cytochrome P450BM3 in the presence of dummy substrates, i.e. decoy molecules. With the aid of the decoy molecule R-Ibu-Phe, diastereoselectivity for the cis diastereomers reached 91%, and the enantiomeric ratio for the (1S,2R) isomer reached 94%. Molecular dynamics simulations underpin the experimental data, revealing the mechanism of how enantioselectivity is controlled by the addition of decoy molecules.

Graphical abstract: Enhanced cis- and enantioselective cyclopropanation of styrene catalysed by cytochrome P450BM3 using decoy molecules

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Article information


Submitted
16 Jul 2020
Accepted
29 Aug 2020
First published
04 Sep 2020

Chem. Commun., 2020,56, 11026-11029
Article type
Communication

Enhanced cis- and enantioselective cyclopropanation of styrene catalysed by cytochrome P450BM3 using decoy molecules

K. Suzuki, Y. Shisaka, J. K. Stanfield, Y. Watanabe and O. Shoji, Chem. Commun., 2020, 56, 11026
DOI: 10.1039/D0CC04883F

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