Glycosidase mechanisms: Anatomy of a finely tuned catalyst

被引：776

作者：

Zechel, DL ^{[1
]}

Withers, SG ^{[1
]}

机构：

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

来源：

ACCOUNTS OF CHEMICAL RESEARCH | 2000年 / 33卷 / 01期

关键词：

D O I：

10.1021/ar970172+

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In order to accelerate the hydrolysis of glycosidic bonds by factors approaching 10(17)-fold, glycosidases have evolved finely tuned active sites optimally configured for transition-state stabilization. Structural analyses of various enzyme complexes representing stable intermediates along the reaction coordinate, in conjunction with detailed mechanistic studies on wild-type and mutant enzymes, have delineated the contributions of nucleophilic and general acid/base catalysis, as well as the roles of noncovalent interactions, to these impressive rate enhancements.

引用

页码：11 / 18

页数：8

共 58 条

[21] Effects of both shortening and lengthening the active site nucleophile of Bacillus circulans xylanase on catalytic activity [J].

Lawson, SL ;

Wakarchuk, WW ;

Withers, SG .

BIOCHEMISTRY, 1996, 35 (31) :10110-10118

[22] Positioning the acid/base catalyst in a glycosidase: Studies with Bacillus circulans xylanase [J].

Lawson, SL ;

Wakarchuk, WW ;

Withers, SG .

BIOCHEMISTRY, 1997, 36 (08) :2257-2265

[23] GLYCOSIDE HYDROLASES - MECHANISTIC INFORMATION FROM STUDIES WITH REVERSIBLE AND IRREVERSIBLE INHIBITORS [J].

LEGLER, G .

ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, 1990, 48 :319-384

[24]

Ly Hoa D., 1999, V68, P487

[25] Glycosynthases: Mutant glycosidases for oligosaccharide synthesis [J].

Mackenzie, LF ;

Wang, QP ;

Warren, RAJ ;

Withers, SG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (22) :5583-5584

[26] THE ACID/BASE CATALYST IN THE EXOGLUCANASE/XYLANASE FROM CELLULOMONAS-FIMI IS GLUTAMIC-ACID-127 - EVIDENCE FROM DETAILED KINETIC-STUDIES OF MUTANTS [J].

MACLEOD, AM ;

LINDHORST, T ;

WITHERS, SG ;

WARREN, RAJ .

BIOCHEMISTRY, 1994, 33 (20) :6371-6376

[27] Mechanistic consequences of mutation of active site carboxylates in a retaining beta-1,4-glycanase from Cellulomonas fini [J].

MacLeod, AM ;

Tull, D ;

Rupitz, K ;

Warren, RAJ ;

Withers, SG .

BIOCHEMISTRY, 1996, 35 (40) :13165-13172

[28] From β-glucanase to β-glucansynthase:: glycosyl transfer to α-glycosyl fluorides catalyzed by a mutant endoglucanase lacking its catalytic nucleophile [J].

Malet, C ;

Planas, A .

FEBS LETTERS, 1998, 440 (1-2) :208-212

[29] MECHANISMS OF ENZYMATIC GLYCOSIDE HYDROLYSIS [J].

MCCARTER, JD ;

WITHERS, SG .

CURRENT OPINION IN STRUCTURAL BIOLOGY, 1994, 4 (06) :885-892

[30] Design and synthesis of 2'-deoxy-2'-fluorodisaccharides as mechanism-based glycosidase inhibitors that exploit aglycon specificity [J].

McCarter, JD ;

Yeung, W ;

Chow, J ;

Dolphin, D ;

Withers, SG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (25) :5792-5797

← 1 2 3 4 5 6 →