A new NADPH-dependent benzil reductase (KRED1-Pglu) was identified from the genome of the non-conventional yeast Pichia glucozyma CBS 5766 and overexpressed in E. coli. The new protein was characterised and reaction parameters were optimised for the enantioselective reduction of benzil to (S)-benzoin. A thorough study of the substrate range of KRED1-Pglu was conducted; in contrast to most other known ketoreductases, KRED1-Pglu prefers space-demanding substrates, which are often converted with high stereoselectivity. A molecular modelling study was carried out for understanding the structural determinants involved in the stereorecognition experimentally observed and unpredictable on the basis of steric properties of the substrates. As a result, a new useful catalyst was identified, enabling the enantioselective preparation of different aromatic alcohols and hydroxyketones.

Contente, M., Serra, I., Brambilla, M., Eberini, I., Gianazza, E., De Vitis, V., et al. (2016). Stereoselective reduction of aromatic ketones by a new ketoreductase from Pichia glucozyma. APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 100(1), 193-201 [10.1007/s00253-015-6961-y].

Stereoselective reduction of aromatic ketones by a new ketoreductase from Pichia glucozyma

Serra I.;
2016

Abstract

A new NADPH-dependent benzil reductase (KRED1-Pglu) was identified from the genome of the non-conventional yeast Pichia glucozyma CBS 5766 and overexpressed in E. coli. The new protein was characterised and reaction parameters were optimised for the enantioselective reduction of benzil to (S)-benzoin. A thorough study of the substrate range of KRED1-Pglu was conducted; in contrast to most other known ketoreductases, KRED1-Pglu prefers space-demanding substrates, which are often converted with high stereoselectivity. A molecular modelling study was carried out for understanding the structural determinants involved in the stereorecognition experimentally observed and unpredictable on the basis of steric properties of the substrates. As a result, a new useful catalyst was identified, enabling the enantioselective preparation of different aromatic alcohols and hydroxyketones.
Articolo in rivista - Articolo scientifico
Biocatalysis; Carbonyl reductase; Enantioselective reduction; Ketoreductase; Pichia glucozyma; Stereoselective;
English
16-set-2015
2016
100
1
193
201
none
Contente, M., Serra, I., Brambilla, M., Eberini, I., Gianazza, E., De Vitis, V., et al. (2016). Stereoselective reduction of aromatic ketones by a new ketoreductase from Pichia glucozyma. APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 100(1), 193-201 [10.1007/s00253-015-6961-y].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/316409
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