The effect of absorbing resins on substrate concentration and enantiomeric excess in yeast reduction

被引:55
作者
DArrigo, P
Fantoni, GP
Servi, S
Strini, A
机构
[1] CNR,CTR STUDIO SOSTANZE ORGAN NAT,I-20131 MILAN,ITALY
[2] POLITECN MILAN,DIPARTIMENTO CHIM,I-20131 MILAN,ITALY
关键词
D O I
10.1016/S0957-4166(97)00257-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The correlation between the enantiomeric excess (e.e.) of the (S)-(+)-ethyl-3-hydroxybutanoate 2, obtained in the baker's yeast reduction of ethyl acetoacetate 1, and the concentration of the substrates in the fermentation mixture has been studied by the use of two different techniques (absorbing resins and organic solvents) The presence of resins undoubtedly influences the enantiomeric excess of the product. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:2375 / 2379
页数:5
相关论文
共 16 条
[1]   APPLICATION OF A PRACTICAL BIOCATALYTIC REDUCTION TO AN ENANTIOSELECTIVE SYNTHESIS OF THE 5H-2,3-BENZODIAZEPINE LY300164 [J].
ANDERSON, BA ;
HANSEN, MM ;
HARKNESS, AR ;
HENRY, CL ;
VICENZI, JT ;
ZMIJEWSKI, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (49) :12358-12359
[2]   STEREOCHEMICAL CONTROL OF YEAST REDUCTIONS .2. QUANTITATIVE TREATMENT OF THE KINETICS OF COMPETING ENZYME-SYSTEMS FOR A SINGLE SUBSTRATE [J].
CHEN, CS ;
ZHOU, BN ;
GIRDAUKAS, G ;
SHIEH, WR ;
VANMIDDLESWORTH, F ;
GOPALAN, AS ;
SIH, CJ .
BIOORGANIC CHEMISTRY, 1984, 12 (02) :98-117
[3]   LARGE-SCALE PREPARATION OF (S)-ETHYL 3-HYDROXYBUTANOATE WITH A HIGH ENANTIOMERIC EXCESS THROUGH BAKERS YEAST-MEDIATED BIOREDUCTION [J].
KOMETANI, T ;
YOSHII, H ;
KITATSUJI, E ;
NISHIMURA, H ;
MATSUNO, R .
JOURNAL OF FERMENTATION AND BIOENGINEERING, 1993, 76 (01) :33-37
[4]  
Kula M.R., 1994, P CHIR EUR 1994 S, P27
[5]  
Liese A, 1996, BIOTECHNOL BIOENG, V51, P544, DOI 10.1002/(SICI)1097-0290(19960905)51:5<544::AID-BIT6>3.0.CO
[6]  
2-C
[7]   IMPROVEMENT OF ENANTIOSELECTIVITY OF MICROBIAL REDUCTION BY USING ORGANIC-SOLVENT REDOX COUPLER SYSTEM [J].
NAKAMURA, K ;
INOUE, Y ;
OHNO, A .
TETRAHEDRON LETTERS, 1995, 36 (02) :265-266
[8]   STEREOCHEMICAL CONTROL IN MICROBIAL REDUCTION .6. STEREOCHEMICAL CONTROL ON YEAST REDUCTION OF ALPHA-KETO ESTERS - REDUCTION BY IMMOBILIZED BAKERS-YEAST IN HEXANE [J].
NAKAMURA, K ;
INOUE, K ;
USHIO, K ;
OKA, S ;
OHNO, A .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (11) :2589-2593
[9]   STEREOCHEMICAL CONTROL IN MICROBIAL REDUCTIONS .20. BIOACTIVE MARINE METABOLITES SERIES .39. REDUCTION BY BAKERS-YEAST IN BENZENE [J].
NAKAMURA, K ;
KONDO, S ;
KAWAI, Y ;
OHNO, A .
TETRAHEDRON LETTERS, 1991, 32 (48) :7075-7078
[10]   STEREOCHEMICAL CONTROL IN MICROBIAL REDUCTION .5. EFFECT OF ALLYL ALCOHOL ON REDUCTION OF BETA-KETO-ESTERS BY BAKERS-YEAST [J].
NAKAMURA, K ;
INOUE, K ;
USHIO, K ;
OKA, S ;
OHNO, A .
CHEMISTRY LETTERS, 1987, (04) :679-682