Peracetylated β-cyclodextrin as additive in enzymatic reactions:: enhanced reaction rate and enantiomeric ratio in lipase-catalyzed transesterifications in organic solvents

被引:34
作者
Ghanem, A [1 ]
Schurig, V [1 ]
机构
[1] Univ Tubingen, Inst Organ Chem, D-72076 Tubingen, Germany
关键词
D O I
10.1016/S0957-4166(01)00482-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Peracetylated beta -cyclodextrin has been employed as a macrocyclic additive to enhance the enantiomeric ratio E and reaction rate in Pseudomonas cepacia lipase (PSL)-catalyzed enantioselective transesterification of 1-(2-furyl)ethanol in organic solvents, The beneficial action or the cyclodextrin used as a regulator of lipase was tentatively interpreted as increasing the conformational flexibility of the enzyme and undergoing host-guest complexation with the product. thereby preventing product inhibition and leading to an enhancement of the enantiomeric ratio E and the reaction rate. The effect of the organic solvent on the present cyclodextrin-mediated enzymatic transesterification has been studied. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2761 / 2766
页数:6
相关论文
共 34 条
[1]  
Almarsson O, 1996, BIOTECHNOL BIOENG, V49, P87, DOI 10.1002/(SICI)1097-0290(19960105)49:1<87::AID-BIT11>3.0.CO
[2]  
2-8
[3]   HOST-GUEST CHEMISTRY OF FULLERENES - A WATER-SOLUBLE COMPLEX BETWEEN C-70 AND GAMMA-CYCLODEXTRIN [J].
ANDERSSON, T ;
SUNDAHL, M ;
WESTMAN, G ;
WENNERSTROM, O .
TETRAHEDRON LETTERS, 1994, 35 (38) :7103-7106
[4]   ENZYMATIC PEPTIDE SYNTHESES IN ORGANIC-SOLVENT MEDIATED BY MODIFIED ALPHA-CHYMOTRYPSIN [J].
BABONNEAU, MT ;
JACQUIER, R ;
LAZARO, R ;
VIALLEFONT, P .
TETRAHEDRON LETTERS, 1989, 30 (21) :2787-2790
[5]  
Bornscheuer U. T, 1999, HYDROLASES ORGANIC S
[6]  
BROSS J, 1995, J CHEM SOC CHEM COMM, P255
[7]  
BROSS J, 1995, J AM CHEM SOC, V117, P12657
[8]   DRAMATIC ENHANCEMENT OF ENZYMATIC-ACTIVITY IN ORGANIC-SOLVENTS BY LYOPROTECTANTS [J].
DABULIS, K ;
KLIBANOV, AM .
BIOTECHNOLOGY AND BIOENGINEERING, 1993, 41 (05) :566-571
[9]  
DIETRICH A, 1992, HRC-J HIGH RES CHROM, V15, P590
[10]   MINIATURE ORGANIC-MODELS OF ENZYMES [J].
DSOUZA, VT ;
BENDER, ML .
ACCOUNTS OF CHEMICAL RESEARCH, 1987, 20 (04) :146-152