Enzymatic resolution of 2-fluoro-2-arylacetic acid derivatives

被引：7

作者：

Kometani, T

Isobe, T

Goto, M

Takeuchi, Y

Haufe, G

机构：

[1] Toyama Natl Coll Technol, Toyama 939, Japan

[2] Toyama Med & Pharmaceut Univ, Sugitani, Toyama 93001, Japan

[3] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

来源：

JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC | 1998年 / 5卷 / 1-4期

关键词：

enantioselective hydrolysis; lipase; Candida rugosa; chiral derivatizing agent;

D O I：

10.1016/S1381-1177(98)00028-9

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Optical resolutions of 2-fluoro-2-arylacetic acids, ArC * FRCOOH (R = CN, H, and Me), were performed by enantioselective hydrolysis of the corresponding esters using Candida rugosa lipase (CRL). The enantioselectivity of commercial CRL toward the esters was greatly improved when commercial CRL was treated with 2-propanol solution. In the enantioselective hydrolysis of these esters, as represented by ArC * SMCOOR (S and M are small and medium substituents, respectively), the active site of the 2-propanol-treated CRL recognized fluorine as S in both PhCF(CH3)COOR and p-TolCF(CN)COOR but recognized fluorine as M in PhCHFCOOR. (C) 1998 Elsevier Science B.V. All rights reserved.

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页码：171 / 174

页数：4

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