Issue 19, 2007
From the journal:

Chemical Communications

Directed evolution and axial chirality: optimization of the enantioselectivity of Pseudomonas aeruginosa lipase towards the kinetic resolution of a racemic allene†

José Daniel Carballeira,a   Patrik Krumlinde,b   Marco Bocola,a   Andreas Vogel,a   Manfred T. Reetz*a  and  Jan-E. Bäckvall*b  

* Corresponding authors

a Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, Mülheim/Ruhr, Germany
E-mail: reetz@mpi-muelheim.mpg.de

b Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm, Sweden
E-mail: jeb@organ.su.se

Abstract

Directed evolution of Pseudomonas aeruginosa lipase by the use of combinatorial active site saturation test (CAST) criteria provided a highly enantioselective mutant (Leu162Phe) for kinetic resolution of an axially chiral allene, p-nitrophenyl 4-cyclohexyl-2-methylbuta-2,3-dienoate (E = 111); the high enantioselectivity of the Leu162Phe mutant was rationalized by π–π stacking.

Graphical abstract: Directed evolution and axial chirality: optimization of the enantioselectivity of Pseudomonas aeruginosa lipase towards the kinetic resolution of a racemic allene

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Article information

DOI
https://doi.org/10.1039/B700849J
Article type
Communication
Submitted
18 Jan 2007
Accepted
02 Feb 2007
First published
21 Feb 2007

Chem. Commun., 2007, 1913-1915

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Directed evolution and axial chirality: optimization of the enantioselectivity of Pseudomonas aeruginosa lipase towards the kinetic resolution of a racemic allene

J. D. Carballeira, P. Krumlinde, M. Bocola, A. Vogel, M. T. Reetz and Jan-E. Bäckvall, Chem. Commun., 2007, 1913 DOI: 10.1039/B700849J

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