N-SUBSTITUTED (BETA-D-GALACTOPYRANOSYLMETHYL) AMINES AS REVERSIBLE INHIBITORS OF BETA-D-GALACTOSIDASE

被引：14

作者：

BEMILLER, JN ^{[1
]}

GILSON, RJ ^{[1
]}

MYERS, RW ^{[1
]}

SANTORO, MM ^{[1
]}

YADAV, MP ^{[1
]}

机构：

[1] SO ILLINOIS UNIV,DEPT CHEM & BIOCHEM,CARBONDALE,IL 62901

来源：

CARBOHYDRATE RESEARCH | 1993年 / 250卷 / 01期

关键词：

D O I：

10.1016/0008-6215(93)84158-3

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：

Through the use of a series of N-substituted (beta-D-galactopyranosylmethyl)amines (beta Gal-CH(2)NHR) and the corresponding N-substituted C-(beta-D-galactopyranosyl)formamides (beta Gal-CO-NHR), it has been determined that the inhibitor binding constant is influenced more by the pK(a) of the amine group than by the nature of the hydrophobic group. It is concluded that the compounds that are the best inhibitors are those which allow proton donation in the active site to form an ion pair (beta Gal-CH(2)NHR+AH --> beta Gal-CH(2)NH(2)R(+)+A(-)).

引用

页码：93 / 100

页数：8

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