IMPROVEMENT OF ENANTIOSELECTIVE ENZYMATIC ESTER HYDROLYSIS IN ORGANIC-SOLVENTS

被引:34
作者
RAKELS, JLL
STRAATHOF, AJJ
HEIJNEN, JJ
机构
[1] Department of Biochemical Engineering, 2628 BC Delft
关键词
D O I
10.1016/S0957-4166(00)80488-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A method is presented to improve the enzymatic enantioselective hydrolysis of chiral esters in water-saturated organic solvents. It is shown that addition of a non-reactive amine to the reaction mixture leads to the formation of an ion-pair with the produced carboxylic acid. Yield and enantiomeric excess are increased in lipase catalyzed kinetic resolutions of methyl 2-chloropropionate and glycidyl butyrate in various solvents. Chemical background hydrolysis was reduced with respect to aqueous solvents. A second phase was formed during reaction in apolar solvents, due to ion-pair formation, which may facilitate the isolation of the desired compound.
引用
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页码:93 / 100
页数:8
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