Please use this identifier to cite or link to this item: http://hdl.handle.net/1942/5131
Title: Structures of furanosides: a study of the conformational space of methyl a-D-lyxofuranoside by density functional methods
Authors: Evdokimov, A.
MARTIN, Jan
Kalb, A.J.
Issue Date: 2000
Publisher: AMER CHEMICAL SOC
Source: JOURNAL OF PHYSICAL CHEMISTRY A, 104(22). p. 5291-5297
Abstract: A search of the gas phase conformational space of methyl alpha-D-lyxofuranoside was carried out at the B3LYP/cc-pVDZ level. Relative energies of the local minima were computed using the larger aug-cc-pVDZ basis set and the recent mPW1LYP exchange-correlation functional. Local minima include structures with zero, one, two, three, or four internal hydrogen bonds and conformational energies of 12-2 kcal/mol relative to the "strain-free" methyl alpha-D-lyxopyranoside. The two most stable structures, with three and four internal hydrogen bonds, have conformational energies of approximately 2 kcal/mol. The relevance of these results to the conformational behavior of furanosides in the crystalline state and in solution is discussed. An efficient and accurate general procedure for searching the conformational space of furanosides is proposed.
Keywords: BASIS-SETS; EQUILIBRIUM GEOMETRIES; EXACT EXCHANGE; PARAMETERS; BEHAVIOR; MODELS; ENERGY
Document URI: http://hdl.handle.net/1942/5131
DOI: 10.1021/jp9931612
ISI #: 000088943500018
Category: A1
Type: Journal Contribution
Appears in Collections:Research publications

Show full item record

SCOPUSTM   
Citations

12
checked on Sep 7, 2020

WEB OF SCIENCETM
Citations

11
checked on May 21, 2022

Page view(s)

70
checked on May 20, 2022

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.