ENZYMATIC-HYDROLYSIS OF PROCHIRAL DINITRILES

被引:38
作者
CROSBY, JA
PARRATT, JS
TURNER, NJ [1 ]
机构
[1] UNIV EXETER,DEPT CHEM,STOCKER RD,EXETER EX4 4RJ,DEVON,ENGLAND
[2] ICI SPECIALTIES,MANCHESTER M9 3DA,ENGLAND
关键词
D O I
10.1016/S0957-4166(00)86057-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of prochiral 3-hydroxyglutaronitrile derivatives 1-5 has been enzymically hydrolysed to the corresponding nitrile-carboxylic acids 1b-5b with enantiomeric excesses ranging from 22-84%. In all cases the products were of the (S)-configuration.
引用
收藏
页码:1547 / 1550
页数:4
相关论文
共 11 条
[1]  
BENGISGARBER C, 1988, TETRAHEDRON LETT, V29, P258
[2]   SELECTIVE HYDROLYSIS OF NITRILES UNDER MILD CONDITIONS BY AN ENZYME [J].
COHEN, MA ;
SAWDEN, J ;
TURNER, NJ .
TETRAHEDRON LETTERS, 1990, 31 (49) :7223-7226
[3]   ENANTIOSELECTIVE HYDROLYSIS OF NITRILES AND AMIDES USING AN IMMOBILIZED WHOLE CELL SYSTEM [J].
COHEN, MA ;
PARRATT, JS ;
TURNER, NJ .
TETRAHEDRON-ASYMMETRY, 1992, 3 (12) :1543-1546
[4]   REACTIONS OF ETHYLENE OXIDES .5. THE INTERACTION OF ALKALI CYANIDES WITH EPICHLOROHYDRIN [J].
CULVENOR, CCJ ;
DAVIES, W ;
HALEY, FG .
JOURNAL OF THE CHEMICAL SOCIETY, 1950, (NOV) :3123-3128
[5]   CHEMOSELECTIVE ENZYMATIC-HYDROLYSIS OF ALIPHATIC AND ALICYCLIC NITRILES [J].
DERAADT, A ;
KLEMPIER, N ;
FABER, K ;
GRIENGL, H .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (01) :137-140
[6]  
DERAADT A, 1991, TETRAHEDRON LETT, V32, P341
[7]   ENZYMATIC-HYDROLYSIS OF NITRILES AND DINITRILES [J].
HONICKESCHMIDT, P ;
SCHNEIDER, MP .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (08) :648-650
[8]   MICROBIAL HYDROLYSIS OF 3-SUBSTITUTED GLUTARONITRILES [J].
KAKEYA, H ;
SAKAI, N ;
SANO, A ;
YOKOYAMA, M ;
SUGAI, T ;
OHTA, H .
CHEMISTRY LETTERS, 1991, (10) :1823-1824
[9]   MONOHYDROLYSIS OF AN ALIPHATIC DINITRILE COMPOUND BY NITRILASE FROM RHODOCOCCUS-RHODOCHROUS K22 [J].
KOBAYASHI, M ;
YANAKA, N ;
NAGASAWA, T ;
YAMADA, H .
TETRAHEDRON, 1990, 46 (16) :5587-5590
[10]  
LINTON EA, 1986, J GEN MICROBIOL, V132, P1493