ASYMMETRIC REDUCTION OF KETOESTERS WITH ALCOHOL-DEHYDROGENASE FROM THERMOANAEROBACTER-ETHANOLICUS

被引:15
作者
ZHENG, C
PHAM, VT
PHILLIPS, RS
机构
[1] Department of Chemistry, University of Georgia, Athens
关键词
D O I
10.1016/S0960-894X(01)81210-5
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The secondary alcohol dehydrogenase (SADH) of T. ethanolicus was produced by controlling the growth temperature at 50-degrees-C. Chiral hydroxyesters were obtained by the asymmetric reduction of ketoesters catalyzed by SADH. Reduction of ethyl levulinate gave (S)-gamma-butyrolactone in 84% yield and greater than 99% e.e..
引用
收藏
页码:619 / 622
页数:4
相关论文
共 17 条
[1]   PURIFICATION AND PROPERTIES OF PRIMARY AND SECONDARY ALCOHOL DEHYDROGENASES FROM THERMOANAEROBACTER-ETHANOLICUS [J].
BRYANT, FO ;
WIEGEL, J ;
LJUNGDAHL, LG .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1988, 54 (02) :460-465
[2]  
BUCKINGHAM J, 1982, DICT ORGANIC COMPOUN, V3, P3011
[3]   STEREOCONTROLLED REDUCTION OF BETA-KETOESTERS BY GEOTRICHUM-CANDIDUM - PREPARATION OF D-3-HYDROXYALKANOATES [J].
BUISSON, D ;
AZERAD, R ;
SANNER, C ;
LARCHEVEQUE, M .
TETRAHEDRON-ASYMMETRY, 1991, 2 (10) :987-988
[4]   BAKERS-YEAST MEDIATED TRANSFORMATIONS IN ORGANIC-CHEMISTRY [J].
CSUK, R ;
GLANZER, BI .
CHEMICAL REVIEWS, 1991, 91 (01) :49-97
[5]   PURIFICATION AND CHARACTERIZATION OF 2 OXIDOREDUCTASES INVOLVED IN THE ENANTIOSELECTIVE REDUCTION OF 3-OXO, 4-OXO AND 5-OXO ESTERS IN BAKERS-YEAST [J].
HEIDLAS, J ;
ENGEL, KH ;
TRESSL, R .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1988, 172 (03) :633-639
[6]   ACCESS TO (S)-2-METHYLOXETANE AND THE PRECURSOR (S)-1,3-BUTANEDIOL OF HIGH ENANTIOMERIC PURITY [J].
HINTZER, K ;
KOPPENHOEFER, B ;
SCHURIG, V .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (20) :3850-3854
[7]  
Keinan E., 1990, BIOCATALYSIS, V3, P57
[8]  
KEKCK G, 1991, J ORG CHEM, V56, P6606
[9]   PHEROMONE SYNTHESIS .8. SYNTHESIS OF OPTICALLY-ACTIVE FORMS OF SULCATOL - AGGREGATION PHEROMONE IN SCOLYTID BEETLE, GNATHOTRICHUS SULCATUS [J].
MORI, K .
TETRAHEDRON, 1975, 31 (24) :3011-3012
[10]   STEREOCHEMICAL CONTROL OF MICROBIAL REDUCTION .17. A METHOD FOR CONTROLLING THE ENANTIOSELECTIVITY OF REDUCTIONS WITH BAKERS-YEAST [J].
NAKAMURA, K ;
KAWAI, Y ;
NAKAJIMA, N ;
OHNO, A .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (15) :4778-4783