Theoretical analysis of vcd spectra of α and β l-fucopyranoside in the CH stretching region

Ouamerali, Ourida

Permalink

https://hdl.handle.net/2142/91303 Copy

Description

Title

Theoretical analysis of vcd spectra of α and β l-fucopyranoside in the CH stretching region

Author(s)

Ouamerali, Ourida

Contributor(s)

Moussi, Sofiane

Issue Date

2016-06-21

Keyword(s)

Theory and Computation

Abstract

• Fucose is a deoxyhexose that is present in a wide variety of organisms. The stereochemical information, namely, glycosidic linkages $\alpha$ or $\beta$, gives significant features of the carbohydrate glycosidation position of the glycosylic acceptor [1].\vspace{4mm} Due to its applicability to all organic molecules and the reliability of ab initio quantum calculation, Vibrational Circular Dichroism VCD has some advantages over conventional electronic spectroscopy. However, for a molecule with many chiral centers such as carbohydrate, determination of the absolute configuration tends to be difficult because the information from each stereochemical center are mixed and averaged over the spectrum.\vspace{4mm} T. Taniguchi et al [2] reported that in the CH stretching region of carbohydrate, methyl glycosides exhibit a characteristic VCD peak at 2840 \wn, the sign solely reflects the anomeric carbon absolute configuration.\vspace{4mm} This work is an investigation of theoretical VCD spectra of $\alpha$-L-fucopyranoside and $\beta$-L-fucopyranoside with an implicit (PCM) and explicit consideration of water molecules using density functional theory DFT and the Potential Energy Distribution's analysis (PED) .\vspace{4mm} \textbf{Keywords} : VCD, DFT, PED, Fucopyranoside .\vspace{4mm} [1]. a) C.-H. Wong, Carbohydrate –Based Drug Discovery, Wiley-VCH Weinheinium 2003
• b) T. Taniguchi, K. Monde, Wiley VCH Verlag GmbH§ Co. KGaA, Weinhein chem asian J. 2007, 2,1258-1266 [2]. T. Taniguchi et al. Tetrahedron Letters 45 (2004) 8451–8453

Publisher

International Symposium on Molecular Spectroscopy

Type of Resource

text

Language

En

Permalink

http://hdl.handle.net/2142/91303

Copyright and License Information

Copyright 2016 by the authors

Owning Collections