BETA-KETOESTER REDUCTION BY BAKERS-YEAST IMMOBILIZED IN CALCIUM ALGINATE - AN EXAMINATION OF PH EFFECTS ON ENANTIOSPECIFICITY

被引：9

作者：

BHALERAO, UT

CHANDRAPRAKASH, Y

BABU, RL

FADNAVIS, NW

机构：

[1] Indian Institute of Chemical Technology

来源：

SYNTHETIC COMMUNICATIONS | 1993年 / 23卷 / 09期

关键词：

D O I：

10.1080/00397919308011204

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantiospecificity of the reduction process and product yields in the reduction of ethyl acetoacetate and ethyl benzoylacetate by baker's yeast immobilized in calcium aliginate beads depend strongly on the pH of the medium, and under optimum conditions products with high yields (80-85%) and high optical purity (e.e. 90-99%) can be obtained.

引用

收藏

页码：1201 / 1208

页数：8

相关论文

共 19 条

[1]

BUCKE C, 1987, METHOD ENZYMOL, V135, P175

[2] BAKERS-YEAST MEDIATED TRANSFORMATIONS IN ORGANIC-CHEMISTRY [J].

CSUK, R ;

GLANZER, BI .

CHEMICAL REVIEWS, 1991, 91 (01) :49-97

[3] ASYMMETRIC REDUCTION OF CARBONYL-COMPOUNDS BY YEAST .2. PREPARATION OF OPTICALLY-ACTIVE ALPHA-HYDROXY AND BETA-HYDROXY CARBOXYLIC-ACID DERIVATIVES [J].

DEOL, BS ;

RIDLEY, DD ;

SIMPSON, GW .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1976, 29 (11) :2459-2467

[4] REVERSE MICELLES, AN ALTERNATIVE TO AQUEOUS-MEDIUM FOR MICROBIAL REACTIONS - YEAST-MEDIATED RESOLUTION OF ALPHA-AMINO-ACIDS IN REVERSE MICELLES [J].

FADNAVIS, NW ;

REDDY, NP ;

BHALERAO, UT .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) :3218-3221

[5]

HAAG T, 1989, CHIMIA, V43, P351

[6] 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

[7] YEAST-MEDIATED REDUCTION OF N-SUBSTITUTED ACETOACETAMIDES - IMPROVEMENT OF CONVERSION BY IMMOBILIZATION [J].

KAWAI, M ;

TAJIMA, K ;

MIZUNO, S ;

NIIMI, K ;

SUGIOKA, H ;

BUTSUGAN, Y ;

KOZAWA, A ;

ASANO, T ;

IMAI, Y .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (08) :3014-3016

[8] BAKERS-YEAST MEDIATED BIOREDUCTION - A NEW PROCEDURE USING ETHANOL AS AN ENERGY-SOURCE [J].

KOMETANI, T ;

KITATSUJI, E ;

MATSUNO, R .

CHEMISTRY LETTERS, 1989, (08) :1465-1466

[9] STEREOCHEMICAL CONTROL IN MICROBIAL REDUCTION .8. STEREOCHEMICAL CONTROL IN MICROBIAL REDUCTION OF BETA-KETO-ESTERS [J].

NAKAMURA, K ;

KAWAI, Y ;

OKA, S ;

OHNO, A .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (03) :875-879

[10] STEREOCHEMICAL CONTROL IN MICROBIAL REDUCTION .16. STEREOCHEMICAL CONTROL IN DIASTEREOSELECTIVE REDUCTION WITH BAKERS-YEAST [J].

NAKAMURA, K ;

KAWAI, Y ;

MIYAI, T ;

OHNO, A .

TETRAHEDRON LETTERS, 1990, 31 (25) :3631-3632