Back to Search Start Over

Characterization of D-glucaric acid using NMR, X-ray crystal structure, and MM3 molecular modeling analyses.

Authors :
Denton TT
Hardcastle KI
Dowd MK
Kiely DE
Source :
Carbohydrate research [Carbohydr Res] 2011 Nov 29; Vol. 346 (16), pp. 2551-7. Date of Electronic Publication: 2011 Aug 31.
Publication Year :
2011

Abstract

D-Glucaric acid was characterized in solution by comparing NMR spectra from the isotopically unlabeled molecule with those from D-glucaric acid labeled with deuterium or carbon-13 atoms. The NMR studies provided unequivocal assignments for all carbon atoms and non-hydroxyl protons of the molecule. The crystal structure of D-glucaric acid was obtained by X-ray diffraction techniques and the structure was a close match to the low energy conformation generated from a Monte-Carlo-based searching protocol employing the MM3 molecular mechanics program. The molecule adopts a bent structure in both the crystalline and computationally generated lowest-energy structure, a conformation that is devoid of destabilizing eclipsed 1,3-hydroxyl interactions.<br /> (Copyright © 2011 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1873-426X
Volume :
346
Issue :
16
Database :
MEDLINE
Journal :
Carbohydrate research
Publication Type :
Academic Journal
Accession number :
22015400
Full Text :
https://doi.org/10.1016/j.carres.2011.08.016