Explicit consideration of water molecules to study vibrational circular dichroism of monosaccharides

Moussi, Sofiane; Ouamerali, Ourida

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https://hdl.handle.net/2142/59155 Copy

Description

Title

Explicit consideration of water molecules to study vibrational circular dichroism of monosaccharides

Author(s)

• Moussi, Sofiane
• Ouamerali, Ourida

Issue Date

2014-06-17

Keyword(s)

Biology, natural substances

Abstract

Carbohydrates have multiples roles in biological systems. It has been found that the glycoside bond is fundamentally important in many aspects of chemistry and biology and forms the basis of carbohydrate chemistry. That means the stereochemical information, namely, glycosidic linkages $\alpha $ or $\beta $, gives an significant features of the carbohydrate glycosidation position of the glycosylic acceptor. For these reasons, much effort was made for the synthesis and analysis of the glycoside bond. \noindent Vibrational circular dichroism VCD has some advantages over conventional electronic circular dichroism (ECD) due to the applicability to all organic molecules and the reliability of ab initio quantum calculation. However, for a molecule with many chiral centers such as carbohydrates, determination of the absolute configuration tends to be difficult because the information from each stereochemical center is mixed and averaged over the spectrum. In the CH stretching region, only two VCD studies on carbohydrates have been reported and spectra--structure correlation, as determined for the glycoside band, remains to be investigated. T. Taniguchi and collaborators report that methyl glycosides exhibit a characteristic VCD peak, the sign of which solely reflects the C-1 absolute configuration. This work is a theoretical contribution to study the behaviour of VCD spectrum's of the monosaccharides when the water molecules are taken explicitly. \noindent This study is focused on six different monosaccharides in theirs absolute configuration R and S. \noindent We used the method of density functional theory DFT by means of the B3LYP hybrid functional and 6-31G * basis set.

Publisher

International Symposium on Molecular Spectroscopy

Type of Resource

text

Language

en

Permalink

http://hdl.handle.net/2142/59155

DOI

https://doi.org/10.15278/isms.2014.TD11

Copyright and License Information

Copyright 2014 by the authors. Licensed under a Creative Commons Attribution 4.0 International License. http://creativecommons.org/licenses/by/4.0/

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