Enantioselective esterification of racemic ibuprofen in isooctane by immobilized lipase on cellulose acetate-titanium iso-propoxide gel fiber

被引:23
作者
Ikeda, Y [1 ]
Kurokawa, Y [1 ]
机构
[1] Tohoku Univ, Grad Sch Engn, Dept Chem Mat, Aoba Ku, Sendai, Miyagi 9808579, Japan
关键词
Candida rugosa; enantioselective esterification; entrap-immobilization; fiber; ibuprofen;
D O I
10.1016/S1389-1723(02)80062-7
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
Lipase (Candida rugosa) was entrap-immobilized on cellulose acetate-titanium iso-propoxide gel fiber by the sol-gel method. The immobilized lipase was used for the direct synthesis of (S)ibuprofen ester from racemic ibuprofen using propyl alcohol as an acyl acceptor in isooctane. The activity of the immobilized lipase was decreased to about 10-20% that of native lipase. However, the reaction was more enantioselective compared to that with native lipase. The stability for repeated use was improved by immobilization.
引用
收藏
页码:98 / 100
页数:3
相关论文
共 25 条
[1]   HIGH ENANTIOSELECTIVE ESTERIFICATION OF 2-ARYLPROPIONIC ACIDS CATALYZED BY IMMOBILIZED LIPASE FROM CANDIDA-ANTARCTICA - A MECHANISTIC APPROACH [J].
ARROYO, M ;
SINISTERRA, JV .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (16) :4410-4417
[2]   Bioreactors with immobilized lipases: State of the art [J].
Balcao, VM ;
Paiva, AL ;
Malcata, FX .
ENZYME AND MICROBIAL TECHNOLOGY, 1996, 18 (06) :392-416
[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]   Lipase-catalyzed enantioselective esterification of ibuprofen in organic solvents under controlled water activity [J].
Ducret, A ;
Trani, M ;
Lortie, R .
ENZYME AND MICROBIAL TECHNOLOGY, 1998, 22 (04) :212-216
[5]   Kinetic resolution of 1-phenyl ethanol with high enantioselectivity with native and immobilized lipase in organic solvents [J].
Frings, K ;
Koch, M ;
Hartmeier, W .
ENZYME AND MICROBIAL TECHNOLOGY, 1999, 25 (3-5) :303-309
[6]   BIOCHEMICAL-ENGINEERING OF BIOCATALYSTS IMMOBILIZED ON CELLULOSIC MATERIALS [J].
GEMEINER, P ;
STEFUCA, V ;
BALES, V .
ENZYME AND MICROBIAL TECHNOLOGY, 1993, 15 (07) :551-566
[7]  
Gemeiner P., 1994, Immobilized Biosystems: Theory and practical applications, P1
[8]  
Kazlauskas R.J., 1998, BIOTECHNOLOGY, P37, DOI [DOI 10.1002/9783527620999.CH3H, 10.1002/9783527620999.ch3h]
[9]  
Kurokawa Y, 1998, BIOTECHNOL BIOENG, V59, P651, DOI [10.1002/(SICI)1097-0290(19980905)59:5<651::AID-BIT17>3.0.CO
[10]  
2-C, 10.1002/(SICI)1097-0290(19980905)59:5&lt