An ab initio study on ribo and deoxy-ribo models for nucleosides and nucleotides

被引:4
作者
Henry-Riyad, H [1 ]
Tang, TH [1 ]
Csizmadia, IG [1 ]
机构
[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada
来源
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM | 1999年 / 492卷
关键词
ab initio molecular orbital; ribose and deoxy-ribose modelcompounds; theory of atoms in molecules;
D O I
10.1016/S0166-1280(99)00091-3
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
An exploratory set of ab initio molecular orbital computations were carried out on various conformations of ribose and deoxy-ribose model compounds to establish the nature of possible interactions between the 5'-hydroxyl and the oxygen of the ribose ring. Moreover, the investigation was extended to the hydrogen bonding between the two adjacent hydroxyls 2'- and 3'- to explore their effect on the stabilization of the whole system. The consistent presence of a rather unusual weak hydrogen bond between the proton of C-2'-H and the O-5' Of the hydroxy methyl group for the g(-)g(-) conformation of the-CH2-OH functional group has been studied by using Bader's atoms in molecules (AIM) method. (C) 1999 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:67 / 77
页数:11
相关论文
共 22 条
[1]  
ATONA C, 1972, J AM CHEM SOC, V94, P8205
[2]   MOLECULAR-STRUCTURE AND ITS CHANGE - HYDROCARBONS [J].
BADER, RFW ;
TANG, TH ;
TAL, Y ;
BIEGLERKONIG, FW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (04) :940-945
[3]  
Bader RWF., 1990, Atoms in Molecules: A Quantum Theory
[4]   GEOMETRIC STRUCTURE AND VIBRATIONAL-SPECTRUM OF TETRAHYDROFURAN [J].
CADIOLI, B ;
GALLINELLA, E ;
COULOMBEAU, C ;
JOBIC, H ;
BERTHIER, G .
JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (30) :7844-7856
[5]   PREDICTION OF THE STRUCTURES OF HYDROGEN-BONDED COMPLEXES USING THE LAPLACIAN OF THE CHARGE-DENSITY [J].
CARROLL, MT ;
CHANG, C ;
BADER, RFW .
MOLECULAR PHYSICS, 1988, 63 (03) :387-405
[6]   AN ANALYSIS OF THE HYDROGEN-BOND IN BASE-HF COMPLEXES USING THE THEORY OF ATOMS IN MOLECULES [J].
CARROLL, MT ;
BADER, RFW .
MOLECULAR PHYSICS, 1988, 65 (03) :695-722
[7]   ANAYSIS OF INTRAMOLECULAR HYDROGEN-BONDING IN TERMS OF THE TOPOLOGICAL PROPERTIES OF THE CHARGE-DENSITY - THE PROTONATED FLUOROACETONES [J].
CHOI, SC ;
BOYD, RJ .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1986, 64 (10) :2042-2047
[8]  
CREMER D, 1984, CROAT CHEM ACTA, V57, P1259
[9]   A REINVESTIGATION OF THE STRUCTURE OF TETRAHYDROFURAN BY HIGH-RESOLUTION NEUTRON POWDER DIFFRACTION [J].
DAVID, WIF ;
IBBERSON, RM .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1992, 48 :301-303
[10]  
FANG DC, AIM 98 PC