Issue 38, 2012
From the journal:

Chemical Communications

Evolving P450pyr hydroxylase for highly enantioselective hydroxylation at non-activated carbon atom†

Son Quang Pham,a   Guillaume Pompidor,b   Ji Liu,a   Xiao-Dan Lic  and  Zhi Li*a  

* Corresponding authors

a Department of Chemical and Biomolecular Engineering, National University of Singapore, 4 Engineering Drive 4, Singapore
E-mail: chelz@nus.edu.sg
Fax: +65 67791936
Tel: +65 65168416

b Swiss Light Source, Paul Scherrer Institut, CH-5232 Villigen PSI, Switzerland

c Biomolecular Research, Department of Biology and Chemistry, Paul Scherrer Institut, CH-5232 Villigen PSI, Switzerland

Abstract

Directed evolution of a monooxygenase to achieve very high enantioselectivity for hydroxylation at non-activated carbon atoms is demonstrated for the first time, where a triple mutant of P450pyr hydroxylase is obtained via determination of enzyme structure, iterative saturation mutagenesis, and high-throughput screening with a MS-based ee assay to increase the product ee from 53% to 98% for the hydroxylation of N-benzyl pyrrolidine to (S)-N-benzyl 3-hydroxypyrrolidine.

Graphical abstract: Evolving P450pyr hydroxylase for highly enantioselective hydroxylation at non-activated carbon atom

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Article information

DOI
https://doi.org/10.1039/C2CC30779K
Article type
Communication
Submitted
03 Feb 2012
Accepted
02 Mar 2012
First published
05 Mar 2012

Chem. Commun., 2012,48, 4618-4620

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Evolving P450pyr hydroxylase for highly enantioselective hydroxylation at non-activated carbon atom

S. Q. Pham, G. Pompidor, J. Liu, X. Li and Z. Li, Chem. Commun., 2012, 48, 4618 DOI: 10.1039/C2CC30779K

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