FACILE OPTICAL RESOLUTION OF AMINO-ACID ESTERS VIA HYDROLYSIS BY AN INDUSTRIAL ENZYME IN ORGANIC-SOLVENTS

被引:16
作者
KIJIMA, T [1 ]
OHSHIMA, K [1 ]
KISE, H [1 ]
机构
[1] UNIV TSUKUBA,INST MAT SCI,TSUKUBA,IBARAKI 305,JAPAN
关键词
OPTICAL RESOLUTION; AMINO ACID ESTER; HYDROLYSIS; ALCALASE; PROTEASE; ORGANIC SOLVENT;
D O I
10.1002/jctb.280590110
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
Racemic amino acid esters were optically resolved via hydrolysis in organic solvents by the catalysis of an industrial alkaline protease, 'Alcalase'. The products which were composed mainly of L-amino acids were insoluble and easily separated by filtration. The activity of the enzyme and enantiomeric excess of the products were significantly dependent on the nature of solvent and the water content in the reaction media. Generally, high values of enantiomeric excess were obtained at low water contents. Many natural and unnatural amino acids were resolved by this method.
引用
收藏
页码:61 / 65
页数:5
相关论文
共 18 条
[1]   RESOLUTION OF (+/-)-TRANS-SOBREROL BY LIPASE PS-CATALYZED TRANSESTERIFICATION AND EFFECTS OF ORGANIC-SOLVENTS ON ENANTIOSELECTIVITY [J].
BOVARA, R ;
CARREA, G ;
FERRARA, L ;
RIVA, S .
TETRAHEDRON-ASYMMETRY, 1991, 2 (09) :931-938
[2]   GENERAL-ASPECTS AND OPTIMIZATION OF ENANTIOSELECTIVE BIOCATALYSIS IN ORGANIC-SOLVENTS - THE USE OF LIPASES [J].
CHEN, CS ;
SIH, CJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (06) :695-707
[3]   KINETIC RESOLUTION OF N-PROTECTED AMINO-ACID ESTERS IN ORGANIC-SOLVENTS CATALYZED BY A STABLE INDUSTRIAL ALKALINE PROTEASE [J].
CHEN, ST ;
CHEN, SY ;
HSIAO, SC ;
WANG, KT .
BIOTECHNOLOGY LETTERS, 1991, 13 (11) :773-778
[4]   ENZYMATIC CATALYSIS IN MONOPHASIC ORGANIC-SOLVENTS [J].
DORDICK, JS .
ENZYME AND MICROBIAL TECHNOLOGY, 1989, 11 (04) :194-211
[5]   HOW CAN THE SOLVENT AFFECT ENZYME ENANTIOSELECTIVITY [J].
FITZPATRICK, PA ;
KLIBANOV, AM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (08) :3166-3171
[6]   ENZYMATIC-REACTIONS IN ORGANIC-SOLVENTS [J].
FUKUI, S ;
TANAKA, A .
ENDEAVOUR, 1985, 9 (01) :10-17
[7]   SOLVENT EFFECTS IN LIPASE-CATALYZED TRANSESTERIFICATION REACTIONS [J].
KANERVA, LT ;
VIHANTO, J ;
HALME, MH ;
LOPONEN, JM ;
EURANTO, EK .
ACTA CHEMICA SCANDINAVICA, 1990, 44 (10) :1032-1035
[8]   ENGINEERING BIOCATALYTIC SYSTEMS IN ORGANIC MEDIA WITH LOW WATER-CONTENT [J].
KHMELNITSKY, YL ;
LEVASHOV, AV ;
KLYACHKO, NL ;
MARTINEK, K .
ENZYME AND MICROBIAL TECHNOLOGY, 1988, 10 (12) :710-724
[9]  
KISE H, 1992, SYNTHESIS BIOCOMPOSI, P183
[10]   ENZYMATIC RESOLUTION OF RACEMIC AMINES - CRUCIAL ROLE OF THE SOLVENT [J].
KITAGUCHI, H ;
FITZPATRICK, PA ;
HUBER, JE ;
KLIBANOV, AM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (08) :3094-3095