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

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

Journal Article (2018)

Author(s)

Nicolas deLeeuw (Student TU Delft)

Guzman Torrelo (Student TU Delft)

Carolin Bisterfeld (TU Delft - BT/Biocatalysis)

Verena Resch (TU Delft - BT/Biocatalysis)

Luuk Mestrom (TU Delft - BT/Biocatalysis)

Emanuele Straulino (TU Delft - BT/Biocatalysis)

L. Koekkoek-van der Weel (TU Delft - BT/Biocatalysis)

Ulf Hanefeld (TU Delft - BT/Biocatalysis)

Water Kinetic resolution Mycobacterium smegmatis Hydrolase Transesterification Acyl transferase

DOI related publication

https://doi.org/10.1002/adsc.201701282 Final published version

To reference this document use

https://resolver.tudelft.nl/uuid:cc4dc5ba-939d-41c5-8b05-778d6743e73b

More Info

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Publication Year

2018

Language

English

Pages (from-to)

242-249

Downloads counter

213

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.