Esterase catalyzed regio- and enantio-selective hydrolysis of substituted carboxylates

被引：10

作者：

Ozaki, E ^{[1
]}

Sakashita, K ^{[1
]}

机构：

[1] MITSUBISHI RAYON CO LTD, HEAD OFF, CHUO KU, TOKYO 104, JAPAN

来源：

CHEMISTRY LETTERS | 1997年 / 08期

关键词：

D O I：

10.1246/cl.1997.741

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Optically active a-substituted carboxylic acid derivatives were obtained with regio-and enantio-selective hydrolysis catalyzed by esterase from Pseudomonas putida MR-2068. Substrate specificities were summarized in empirical rule to predict the enantiopreferences of the esterase. High regio-selectivities were also discussed with binding models.

引用

页码：741 / 742

页数：2

共 16 条

[1] A SERINE PROTEASE TRIAD FORMS THE CATALYTIC CENTER OF A TRIACYLGLYCEROL LIPASE [J].

BRADY, L ;

BRZOZOWSKI, AM ;

DEREWENDA, ZS ;

DODSON, E ;

DODSON, G ;

TOLLEY, S ;

TURKENBURG, JP ;

CHRISTIANSEN, L ;

HUGEJENSEN, B ;

NORSKOV, L ;

THIM, L ;

MENGE, U .

NATURE, 1990, 343 (6260) :767-770

[2] THE MOLECULAR EVOLUTION OF GENES AND PROTEINS - A TALE OF 2 SERINES [J].

BRENNER, S .

NATURE, 1988, 334 (6182) :528-530

[3] QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS [J].

CHEN, CS ;

FUJIMOTO, Y ;

GIRDAUKAS, G ;

SIH, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) :7294-7299

[4] A STRUCTURAL BASIS FOR THE CHIRAL PREFERENCES OF LIPASES [J].

CYGLER, M ;

GROCHULSKI, P ;

KAZLAUSKAS, RJ ;

SCHRAG, JD ;

BOUTHILLIER, F ;

RUBIN, B ;

SERREQI, AN ;

GUPTA, AK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (08) :3180-3186

[5] ENZYMES IN ORGANIC-SYNTHESIS .48. PIG-LIVER ESTERASE AND PORCINE PANCREATIC LIPASE CATALYZED HYDROLYSES OF 3,4-(ISOPROPYLIDENEDIOXY)-2,5-TETRAHYDROFURANYL DIESTERS [J].

HULTIN, PG ;

MUESELER, FJ ;

JONES, JB .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (18) :5375-5380

[6] RESOLUTION OF SECONDARY ALCOHOLS BY ENZYME-CATALYZED TRANSESTERIFICATION IN ALKYL CARBOXYLATES AS THE SOLVENT [J].

JANSSEN, AJM ;

KLUNDER, AJH ;

ZWANENBURG, B .

TETRAHEDRON, 1991, 47 (36) :7645-7662

[7] A RULE TO PREDICT WHICH ENANTIOMER OF A SECONDARY ALCOHOL REACTS FASTER IN REACTIONS CATALYZED BY CHOLESTEROL ESTERASE, LIPASE FROM PSEUDOMONAS-CEPACIA, AND LIPASE FROM CANDIDA-RUGOSA [J].

KAZLAUSKAS, RJ ;

WEISSFLOCH, ANE ;

RAPPAPORT, AT ;

CUCCIA, LA .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (08) :2656-2665

[8] ENZYMES IN ORGANIC-SYNTHESIS .35. STEREOSELECTIVE PIG-LIVER ESTERASE CATALYZED HYDROLYZES OF 3-SUBSTITUTED GLUTARATE DIESTERS - OPTIMIZATION OF ENANTIOMERIC EXCESS VIA REACTION CONDITIONS CONTROL [J].

LAM, LKP ;

HUI, RAHF ;

JONES, JB .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (11) :2047-2050

[9] ENZYMATIC PREPARATION OF ALKANEDICARBOXYLIC ACID MONOESTERS [J].

OZAKI, E ;

URAGAKI, T ;

SAKASHITA, K ;

SAKIMAE, A .

CHEMISTRY LETTERS, 1995, (07) :539-540

[10] NUCLEOTIDE-SEQUENCE OF THE GENE FOR A THERMOSTABLE ESTERASE FROM PSEUDOMONAS-PUTIDA MR-2068 [J].

OZAKI, E ;

SAKIMAE, A ;

NUMAZAWA, R .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1995, 59 (07) :1204-1207

← 1 2 →