ENANTIOSELECTIVE HYDROLYSIS OF (RS)-2-ISOPROPYL-4'-CHLOROPHENYLACETONITRILE BY PSEUDOMONAS SP B21C9

被引:12
作者
MASUTOMO, S
INOUE, A
KUMAGAI, K
MURAI, R
MITSUDA, S
机构
[1] Biotechnology Laboratory, Sumitomo Chemical Co., Takarazuka, Hyogo 665
关键词
D O I
10.1271/bbb.59.720
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
Pseudomonas sp, B21C9, a new nitrile-degrading microorganism, was isolated from a soil sample. By the hydrolysis of (RS)-isopropyl-4'-chlorophenylacetonitrile using cells of B21C9, (S)-2-isopropyl-4'-chlorophenylacetic acid having excellent optically purity could be obtained, It appeared that the microbial hydrolysis proceeded via stepwise reactions by a nitrile hydratase having poor (S)-selectivity and an amidase having strict (S)-selectivity.
引用
收藏
页码:720 / 722
页数:3
相关论文
共 22 条
[1]   MICROBIAL-DEGRADATION OF NITRILE COMPOUNDS .7. A NEW ENZYMATIC METHOD OF ACRYLAMIDE PRODUCTION [J].
ASANO, Y ;
YASUDA, T ;
TANI, Y ;
YAMADA, H .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1982, 46 (05) :1183-1189
[2]   A NEW ENZYME NITRILE HYDRATASE WHICH DEGRADES ACETONITRILE IN COMBINATION WITH AMIDASE [J].
ASANO, Y ;
TANI, Y ;
YAMADA, H .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1980, 44 (09) :2251-2252
[3]   STEREOSELECTIVE HYDROLYSIS OF NITRILES AND AMIDES UNDER MILD CONDITIONS USING A WHOLE-CELL CATALYST [J].
BEARD, T ;
COHEN, MA ;
PARRATT, JS ;
TURNER, NJ ;
CROSBY, J ;
MOILLIET, J .
TETRAHEDRON-ASYMMETRY, 1993, 4 (06) :1085-1104
[4]  
BIANCHI D, 1993, APPL MICROBIOL BIOT, V40, P53
[5]   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
[6]   PRODUCTION OF S-(+)-2-PHENYLPROPIONIC ACID FROM (R,S)-2-PHENYLPROPIONITRILE BY THE COMBINATION OF NITRILE HYDRATASE AND STEREOSELECTIVE AMIDASE IN RHODOCOCCUS-EQUI TG328 [J].
GILLIGAN, T ;
YAMADA, H ;
NAGASAWA, T .
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 1993, 39 (06) :720-725
[7]   ASYMMETRIC HYDROLYSIS OF CHIRAL NITRILES BY RHODOCOCCUS-RHODOCHROUS NCIMB-11216 NITRILASE [J].
GRADLEY, ML ;
KNOWLES, CJ .
BIOTECHNOLOGY LETTERS, 1994, 16 (01) :41-46
[8]  
HIGO A, 1978, Patent No. 79144332
[9]   MICROBIAL HYDROLYSIS AS A POTENT METHOD FOR THE PREPARATION OF OPTICALLY-ACTIVE NITRILES, AMIDES AND CARBOXYLIC-ACIDS [J].
KAKEYA, H ;
SAKAI, N ;
SUGAI, T ;
OHTA, H .
TETRAHEDRON LETTERS, 1991, 32 (10) :1343-1346
[10]   AMIDASE COUPLED WITH LOW-MOLECULAR-MASS NITRILE HYDRATASE FROM RHODOCOCCUS-RHODOCHROUS J1 - SEQUENCING AND EXPRESSION OF THE GENE AND PURIFICATION AND CHARACTERIZATION OF THE GENE-PRODUCT [J].
KOBAYASHI, M ;
KOMEDA, H ;
NAGASAWA, T ;
NISHIYAMA, M ;
HORINOUCHI, S ;
BEPPU, T ;
YAMADA, H ;
SHIMIZU, S .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1993, 217 (01) :327-336