Dissection of nucleophilic and acid-base catalysis in glycosidases

被引：119

作者：

Zechel, DL

Withers, SG

机构：

[1] Ctr Excellence Canada, Prot Engn Network, Vancouver, BC V6T 1Z1, Canada

[2] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada

来源：

CURRENT OPINION IN CHEMICAL BIOLOGY | 2001年 / 5卷 / 06期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S1367-5931(01)00260-5

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：

A startling array of added anions have been observed to function as replacement catalytic nucleophiles in mutant glycosidases, including formate, azide, fluoride and other halides. Likewise, the mechanism of acid-base catalysis is somewhat plastic. The carboxylic acids can be substituted by a sulfenic acid or by ascorbate, and the effective acid strength enhanced by the introduction of strong hydrogen bonds, These studies provide an interesting bridge between enzymes and models thereof.

引用

收藏

页码：643 / 649

页数：7

相关论文

共 35 条

[1] High resolution x-ray crystallography shows that ascorbate is a cofactor for myrosinase and substitutes for the function of the catalytic base [J].

Burmeister, WP ;

Cottaz, S ;

Rollin, P ;

Vasella, A ;

Henrissat, B .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2000, 275 (50) :39385-39393

[2] Low-barrier hydrogen bonds and enzymatic catalysis [J].

Cleland, WW .

ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 2000, 382 (01) :1-5

[3]

Davies G., 1998, COMPREHENSIVE BIOL C, P119

[4] Enzymatic properties of the cysteinesulfinic acid derivative of the catalytic-base mutant Glu400→Cys of glucoamylase from Aspergillus awamori [J].

Fierobe, HP ;

Clarke, AJ ;

Tull, D ;

Svensson, B .

BIOCHEMISTRY, 1998, 37 (11) :3753-3759

[5] SUBSTRATE-INDUCED INACTIVATION OF A CRIPPLED BETA-GLUCOSIDASE MUTANT - IDENTIFICATION OF THE LABELED AMINO-ACID AND MUTAGENIC ANALYSIS OF ITS ROLE [J].

GEBLER, JC ;

TRIMBUR, DE ;

WARREN, AJ ;

AEBERSOLD, R ;

NAMCHUK, M ;

WITHERS, SG .

BIOCHEMISTRY, 1995, 34 (44) :14547-14553

[6] Exploring the limits of efficiency of proton-transfer catalysis in models and enzymes [J].

Hartwell, E ;

Hodgson, DRW ;

Kirby, AJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (38) :9326-9327

[7] HYDROLYSIS OF (2-DEOXY-BETA-D-GLUCOPYRANOSYL)PYRIDINIUM SALTS [J].

HUANG, XC ;

SURRY, C ;

HIEBERT, T ;

BENNET, AJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (43) :10614-10621

[8] Hydrogen bonding and catalysis: A novel explanation for how a single amino acid substitution can change the pH optimum of a glycosidase [J].

Joshi, MD ;

Sidhu, G ;

Pot, I ;

Brayer, GD ;

Withers, SG ;

McIntosh, LP .

JOURNAL OF MOLECULAR BIOLOGY, 2000, 299 (01) :255-279

[9]

Keller S, 2000, ANGEW CHEM INT EDIT, V39, P2300, DOI 10.1002/1521-3773(20000703)39:13<2300::AID-ANIE2300>3.0.CO

[10]

2-I

← 1 2 3 4 →