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

Citation
H. Henry-riyad et al., An ab initio study on ribo and deoxy-ribo models for nucleosides and nucleotides, J MOL ST-TH, 492, 1999, pp. 67-77
Citations number
22
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM
ISSN journal
01661280 → ACNP
Volume
492
Year of publication
1999
Pages
67 - 77
Database
ISI
SICI code
0166-1280(19991129)492:<67:AAISOR>2.0.ZU;2-N
Abstract
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 expl ore their effect on the stabilization of the whole system. The consistent p resence 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 mole cules (AIM) method. (C) 1999 Elsevier Science B.V. All rights reserved.