Bioreduction of methyl o-chlorobenzoylformate at 500ANBgANBLa1 without external cofactors for efficient production of enantiopure clopidogrel intermediate

Biocatalytic reduction of methyl o-chlorobenzoylformate (CBFM) provides a green and direct access to methyl (R)-o-chloromandelate [(R)-CMM], an intermediate for a platelet aggregation inhibitor named clopidogrel. As much as 500 g La1 of CBFM was stoichiometrically converted into enantiopure (R)-CMM...

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Published in:Tetrahedron letters 2012-08, Vol.53 (35), p.4715-4717
Main Authors: Ni, Yan, Pan, Jiang, Ma, Hong-Min, Li, Chun-Xiu, Zhang, Jie, Zheng, Gao-Wei, Xu, Jian-He
Format: Article
Language:English
Subjects:
Agglomeration
Bacillus
Glucose
Inhibitors
Productivity
Reductases
Reduction
Tetrahedrons
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container_issue 35
container_start_page 4715
container_title Tetrahedron letters
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creator Ni, Yan
Pan, Jiang
Ma, Hong-Min
Li, Chun-Xiu
Zhang, Jie
Zheng, Gao-Wei
Xu, Jian-He
description Biocatalytic reduction of methyl o-chlorobenzoylformate (CBFM) provides a green and direct access to methyl (R)-o-chloromandelate [(R)-CMM], an intermediate for a platelet aggregation inhibitor named clopidogrel. As much as 500 g La1 of CBFM was stoichiometrically converted into enantiopure (R)-CMM at 20 degree C by using a whole-cell catalyst coexpressing an aldo-keto reductase from Bacillus sp. and a glucose dehydrogenase (GDH). In addition to the high productivity of 812 g La1 da1, this new whole-cell reduction is attractive by eliminating the need of an added external cofactor.
doi_str_mv 10.1016/j.tetlet.2012.06.097
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subjects Agglomeration
Bacillus
Glucose
Inhibitors
Productivity
Reductases
Reduction
Tetrahedrons
title Bioreduction of methyl o-chlorobenzoylformate at 500ANBgANBLa1 without external cofactors for efficient production of enantiopure clopidogrel intermediate
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