Enantioselective reduction of 4-fluoroacetophenone at high substrate concentration using a tailor-made recombinant whole-cell catalyst
Gröger H, Rollmann C, Chamouleau F, Sebastien I, May O, Wienand W, Drauz K (2007)
ADVANCED SYNTHESIS & CATALYSIS 349(4-5): 709-712.
Zeitschriftenaufsatz
| Veröffentlicht | Englisch
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Autor*in
Gröger, HaraldUniBi;
Rollmann, Claudia;
Chamouleau, Francoise;
Sebastien, Isabelle;
May, Oliver;
Wienand, Wolfgang;
Drauz, Karlheinz
Abstract / Bemerkung
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.
Stichworte
asymmetric catalysis;
alcohols;
biotransformations;
enzyme catalysis;
reduction;
enzymes
Erscheinungsjahr
2007
Zeitschriftentitel
ADVANCED SYNTHESIS & CATALYSIS
Band
349
Ausgabe
4-5
Seite(n)
709-712
ISSN
1615-4150
eISSN
1615-4169
Page URI
https://pub.uni-bielefeld.de/record/2346685
Zitieren
Gröger H, Rollmann C, Chamouleau F, et al. Enantioselective reduction of 4-fluoroacetophenone at high substrate concentration using a tailor-made recombinant whole-cell catalyst. ADVANCED SYNTHESIS & CATALYSIS. 2007;349(4-5):709-712.
Gröger, H., Rollmann, C., Chamouleau, F., Sebastien, I., May, O., Wienand, W., & Drauz, K. (2007). Enantioselective reduction of 4-fluoroacetophenone at high substrate concentration using a tailor-made recombinant whole-cell catalyst. ADVANCED SYNTHESIS & CATALYSIS, 349(4-5), 709-712. https://doi.org/10.1002/adsc.200600606
Gröger, Harald, Rollmann, Claudia, Chamouleau, Francoise, Sebastien, Isabelle, May, Oliver, Wienand, Wolfgang, and Drauz, Karlheinz. 2007. “Enantioselective reduction of 4-fluoroacetophenone at high substrate concentration using a tailor-made recombinant whole-cell catalyst”. ADVANCED SYNTHESIS & CATALYSIS 349 (4-5): 709-712.
Gröger, H., Rollmann, C., Chamouleau, F., Sebastien, I., May, O., Wienand, W., and Drauz, K. (2007). Enantioselective reduction of 4-fluoroacetophenone at high substrate concentration using a tailor-made recombinant whole-cell catalyst. ADVANCED SYNTHESIS & CATALYSIS 349, 709-712.
Gröger, H., et al., 2007. Enantioselective reduction of 4-fluoroacetophenone at high substrate concentration using a tailor-made recombinant whole-cell catalyst. ADVANCED SYNTHESIS & CATALYSIS, 349(4-5), p 709-712.
H. Gröger, et al., “Enantioselective reduction of 4-fluoroacetophenone at high substrate concentration using a tailor-made recombinant whole-cell catalyst”, ADVANCED SYNTHESIS & CATALYSIS, vol. 349, 2007, pp. 709-712.
Gröger, H., Rollmann, C., Chamouleau, F., Sebastien, 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 & CATALYSIS. 349, 709-712 (2007).
Gröger, Harald, Rollmann, Claudia, Chamouleau, Francoise, Sebastien, Isabelle, May, Oliver, Wienand, Wolfgang, and Drauz, Karlheinz. “Enantioselective reduction of 4-fluoroacetophenone at high substrate concentration using a tailor-made recombinant whole-cell catalyst”. ADVANCED SYNTHESIS & CATALYSIS 349.4-5 (2007): 709-712.
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