Enantioselective Reduction of 4-Fluoroacetophenone at High Substrate Concentration using a Tailor-Made Recombinant Whole-Cell Catalyst
Harald Gröger
1
,
Claudia Rollmann
2
,
Françoise Chamouleau
2
,
Isabelle Sébastien
2
,
Oliver May
2
,
Wolfgang Wienand
2
,
Karlheinz Drauz
2
2
Degussa AG, Service Center Biocatalysis, Rodenbacher Chaussee 4, 63457 Hanau-Wolfgang, Germany
|
Publication type: Journal Article
Publication date: 2007-03-05
scimago Q1
wos Q1
SJR: 0.930
CiteScore: 8.0
Impact factor: 4.0
ISSN: 16154150, 16154169
General Chemistry
Abstract
A practical and highly efficient biocatalytic synthesis of optically active (R)-4-fluorophenylethan-1-ol has been developed based on reduction of the corresponding 4-fluoroacetophenone in the presence of a tailor-made recombinant whole-cell biocatalyst, containing an alcohol dehydrogenase and a glucose dehydrogenase. The reaction proceeds in a pure aqueous solvent media at a substrate concentration of ca. 0.5M, and gives the desired product with high conversion (> 95%), good yield (87%) and with an excellent enantioselectivity of > 99% ee. In addition, activity tests further showed that also the analogous 2- and 3-fluoroacetophenones are promising substrates.
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Total citations:
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Citations from 2024:
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GOST
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Gröger H. et al. Enantioselective Reduction of 4-Fluoroacetophenone at High Substrate Concentration using a Tailor-Made Recombinant Whole-Cell Catalyst // Advanced Synthesis and Catalysis. 2007. Vol. 349. No. 4-5. pp. 709-712.
GOST all authors (up to 50)
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Gröger H., Rollmann C., Chamouleau F., Sébastien I., May O., Wienand W., Drauz K. Enantioselective Reduction of 4-Fluoroacetophenone at High Substrate Concentration using a Tailor-Made Recombinant Whole-Cell Catalyst // Advanced Synthesis and Catalysis. 2007. Vol. 349. No. 4-5. pp. 709-712.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/adsc.200600606
UR - https://doi.org/10.1002/adsc.200600606
TI - Enantioselective Reduction of 4-Fluoroacetophenone at High Substrate Concentration using a Tailor-Made Recombinant Whole-Cell Catalyst
T2 - Advanced Synthesis and Catalysis
AU - Gröger, Harald
AU - Rollmann, Claudia
AU - Chamouleau, Françoise
AU - Sébastien, Isabelle
AU - May, Oliver
AU - Wienand, Wolfgang
AU - Drauz, Karlheinz
PY - 2007
DA - 2007/03/05
PB - Wiley
SP - 709-712
IS - 4-5
VL - 349
SN - 1615-4150
SN - 1615-4169
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2007_Gröger,
author = {Harald Gröger and Claudia Rollmann and Françoise Chamouleau and Isabelle Sébastien and Oliver May and Wolfgang Wienand and Karlheinz Drauz},
title = {Enantioselective Reduction of 4-Fluoroacetophenone at High Substrate Concentration using a Tailor-Made Recombinant Whole-Cell Catalyst},
journal = {Advanced Synthesis and Catalysis},
year = {2007},
volume = {349},
publisher = {Wiley},
month = {mar},
url = {https://doi.org/10.1002/adsc.200600606},
number = {4-5},
pages = {709--712},
doi = {10.1002/adsc.200600606}
}
Cite this
MLA
Copy
Gröger, Harald, et al. “Enantioselective Reduction of 4-Fluoroacetophenone at High Substrate Concentration using a Tailor-Made Recombinant Whole-Cell Catalyst.” Advanced Synthesis and Catalysis, vol. 349, no. 4-5, Mar. 2007, pp. 709-712. https://doi.org/10.1002/adsc.200600606.