Theoretical modelling of kinetic isotope effects for glycoside hydrolysis in aqueous solution by a hybrid quantum-mechanical molecular-mechanical method

被引：20

作者：

Barnes, JA ^{[1
]}

Williams, IH ^{[1
]}

机构：

[1] UNIV BATH,SCH CHEM,BATH BA2 7AY,AVON,ENGLAND

来源：

CHEMICAL COMMUNICATIONS | 1996年 / 02期

关键词：

D O I：

10.1039/cc9960000193

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A hybrid QM/MM computational study of acid-catalysed hydrolysis of a model for adenosine monophosphate solvated by ca. 500 water molecules suggests the possibility of both stepwise D-N*A(N) and concerted A(N)D(N) mechanisms, but agreement between calculated and experimental kinetic isotope effects for multiple substitutions indicate the former mechanism.

引用

页码：193 / 194

页数：2

共 9 条

[1] LIFETIMES OF OXOCARBENIUM IONS IN AQUEOUS-SOLUTION FROM COMMON ION INHIBITION OF THE SOLVOLYSIS OF ALPHA-AZIDO ETHERS BY ADDED AZIDE ION
AMYES, TL
JENCKS, WP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (20) : 7888 - 7900
[2] BANAIT NS, 1991, J AM CHEM SOC, V113, P7051
[3] CHARMM - A PROGRAM FOR MACROMOLECULAR ENERGY, MINIMIZATION, AND DYNAMICS CALCULATIONS
BROOKS, BR
BRUCCOLERI, RE
OLAFSON, BD
STATES, DJ
SWAMINATHAN, S
KARPLUS, M
[J]. JOURNAL OF COMPUTATIONAL CHEMISTRY, 1983, 4 (02) : 187 - 217
[4] THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL
DEWAR, MJS
ZOEBISCH, EG
HEALY, EF
STEWART, JJP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) : 3902 - 3909
[5] A COMBINED QUANTUM-MECHANICAL AND MOLECULAR MECHANICAL POTENTIAL FOR MOLECULAR-DYNAMICS SIMULATIONS
FIELD, MJ
BASH, PA
KARPLUS, M
[J]. JOURNAL OF COMPUTATIONAL CHEMISTRY, 1990, 11 (06) : 700 - 733
[6] COMPARISON OF SIMPLE POTENTIAL FUNCTIONS FOR SIMULATING LIQUID WATER
JORGENSEN, WL
CHANDRASEKHAR, J
MADURA, JD
IMPEY, RW
KLEIN, ML
[J]. JOURNAL OF CHEMICAL PHYSICS, 1983, 79 (02) : 926 - 935
[7] Melander L., 1980, Reaction Rates of Isotopic Molecules
[8] TRANSITION-STATE STRUCTURES FOR N-GLYCOSIDE HYDROLYSIS OF AMP BY ACID AND BY AMP NUCLEOSIDASE IN THE PRESENCE AND ABSENCE OF ALLOSTERIC ACTIVATOR
MENTCH, F
PARKIN, DW
SCHRAMM, VL
[J]. BIOCHEMISTRY, 1987, 26 (03) : 921 - 930
[9] CATALYTIC AND ALLOSTERIC MECHANISM OF AMP NUCLEOSIDASE FROM PRIMARY, BETA-SECONDARY, AND MULTIPLE HEAVY-ATOM KINETIC ISOTOPE EFFECTS
PARKIN, DW
SCHRAMM, VL
[J]. BIOCHEMISTRY, 1987, 26 (03) : 913 - 920

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