YEAST CATALYZED REDUCTION OF BETA-KETO-ESTERS .2. OPTIMIZATION OF THE STEREOSPECIFIC REDUCTION BY ZYGOSACCHAROMYCES-ROUXII

被引:18
作者
HALLINAN, KO
CROUT, DHG
HUNT, JR
CARTER, AS
DALTON, H
MURRELL, JC
HOLT, RA
CROSBY, J
机构
[1] UNIV WARWICK,DEPT CHEM,COVENTRY CV4 7AL,W MIDLANDS,ENGLAND
[2] UNIV WARWICK,DEPT BIOL SCI,COVENTRY CV4 7AL,W MIDLANDS,ENGLAND
[3] ZENECA BIO PROD,BILLINGHAM TS23 1YN,CLEVELAND,ENGLAND
[4] ZENECA PHARMACEUT,MACCLESFIELD SK10 2NA,CHESHIRE,ENGLAND
关键词
IMMOBILIZATION; ALGINATE; ETHYL; 4-CHLORO-3-HYDROXYBUTANOATE; BIOREDUCTION; ZYGOSACCHAROMYCES ROUXII;
D O I
10.3109/10242429508998161
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Zygosaccharomyces rouxii catalysed the reduction of ethyl 4-chloroacetoacetate (ethyl 4-chloro-3-oxobutanoate) to the corresponding (S)-hydroxy ester (ethyl (S)-4-chloro-3-hydroxybutanoate) in high enantiomeric excess. The productivity of non-immobilised cells was compared to cells immobilised on a range of organic and inorganic supports. Cells immobilised in calcium alginate displayed a catalytic activity significantly higher than that of non-immobilised cells. A time dependent fall in the enantiomeric purity of the product was observed with the use of this matrix. This phenomenon was not seen in the reduction catalysed by non-immobilised cells.
引用
收藏
页码:179 / 191
页数:13
相关论文
共 15 条
[1]  
CROUT DHG, 1988, J CHEM SOC CHEM COMM, P264
[2]   BAKERS-YEAST MEDIATED TRANSFORMATIONS IN ORGANIC-CHEMISTRY [J].
CSUK, R ;
GLANZER, BI .
CHEMICAL REVIEWS, 1991, 91 (01) :49-97
[3]   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
[4]   PURIFICATION AND PROPERTIES OF 2 OXIDOREDUCTASES CATALYZING THE ENANTIOSELECTIVE REDUCTION OF DIACETYL AND OTHER DIKETONES FROM BAKERS-YEAST [J].
HEIDLAS, J ;
TRESSL, R .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1990, 188 (01) :165-174
[5]   YEAST CATALYZED REDUCTION OF BETA-KETO-ESTERS .1. FACTORS AFFECTING WHOLE-CELL CATALYTIC ACTIVITY AND STEREOSELECTIVITY [J].
HUNT, JR ;
CARTER, AS ;
MURRELL, JC ;
DALTON, H ;
HALLINAN, KO ;
CROUT, DHG ;
HOLT, RA ;
CROSBY, J .
BIOCATALYSIS AND BIOTRANSFORMATION, 1995, 12 (03) :159-178
[6]   A NEW METHOD FOR STEREOCHEMICAL CONTROL OF MICROBIAL REDUCTION - REDUCTION OF BETA-KETO-ESTERS WITH BAKERS-YEAST IMMOBILIZED BY MAGNESIUM ALGINATE [J].
NAKAMURA, K ;
KAWAI, Y ;
OKA, S ;
OHNO, A .
TETRAHEDRON LETTERS, 1989, 30 (17) :2245-2246
[7]   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
[8]   STEREOCHEMICAL CONTROL OF MICROBIAL REDUCTION .2. REDUCTION OF BETA-KETO-ESTERS BY IMMOBILIZED BAKERS-YEAST [J].
NAKAMURA, K ;
HIGAKI, M ;
USHIO, K ;
OKA, S ;
OHNO, A .
TETRAHEDRON LETTERS, 1985, 26 (35) :4213-4216
[9]   NEW MATERIALS AND TECHNOLOGY FOR CELL IMMOBILIZATION [J].
SALTER, GJ ;
KELL, DB .
CURRENT OPINION IN BIOTECHNOLOGY, 1991, 2 (03) :385-389
[10]   HYDRODYNAMIC DEPOSITION - A NOVEL METHOD OF CELL IMMOBILIZATION [J].
SALTER, GJ ;
KELL, DB ;
ASH, LA ;
ADAMS, JM ;
BROWN, AJ ;
JAMES, R .
ENZYME AND MICROBIAL TECHNOLOGY, 1990, 12 (06) :419-430