Ester Synthesis in Water: Mycobacterium smegmatis Acyl Transferase for Kinetic Resolutions

Journal article (2018)

Authors

Nicolas deLeeuw Student
Guzman Torrelo Student
C. Bisterfeld BT/Biocatalysis - AS
V. Resch BT/Biocatalysis - AS
L. Mestrom BT/Biocatalysis - AS
E. Straulino BT/Biocatalysis - AS
L. Koekkoek-van der Weel BT/Biocatalysis - AS
U. Hanefeld BT/Biocatalysis - AS
Research Group
BT/Biocatalysis (AS) (TU Delft)
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Published Date

2018

Language

English

Reuse Rights

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Faculty

Applied Sciences

Department

BT/Biotechnologie

Research Group

BT/Biocatalysis

Abstract

The acyl transferase from Mycobacterium smegmatis (MsAcT) catalyses transesterification reactions in aqueous media because of its hydrophobic active site. Aliphatic cyanohydrin and alkyne esters can be synthesised in water with excellent and strikingly opposite enantioselectivity [(R);E>37 and (S);E>100, respectively]. When using this enzyme, the undesired hydrolysis of the acyl donor is an important factor to take into account. Finally, the choice of acyl donor can significantly influence the obtained enantiomeric excesses.

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