The Conformational Behaviour Of Glucosamine

Peña, Isabel

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https://hdl.handle.net/2142/50926 Copy

Description

Title

The Conformational Behaviour Of Glucosamine

Author(s)

Peña, Isabel

Contributor(s)

• Alonso, José L.
• Simao, Alcides
• Berdakin, Matías
• Bermúdez, Celina
• Cabezas, Carlos
• Kolesniková, Lucie

Issue Date

2014-06-17

Keyword(s)

Biology, natural substances

Abstract

A laser ablation method has been successfully used to vaporize the bioactive amino monosaccharide D-glucosamine. Three cyclic $\alpha$-$^{4}$C$_{1}$ pyranose forms have been identified using a combination of CP-FTMW and LA-MB-FTMW spectroscopy. Stereoelectronic hyperconjugative factors, like those associated with anomeric or gauche effects, as well as the cooperative OH$\cdots$O, OH$\cdots$N and NH$\cdots$O chains, extended along the entire molecule, are the main factors driving the conformational behavior. All observed conformers exhibit a counter-clockwise arrangement (\textit{cc}) of the network of intramolecular hydrogen bonds. The results are compared with those recently obtained for D-glucose.\footnote{ J.~L.~Alonso, M.~A.~Lozoya, I.~Pe\~{n}a, J.~C.~L\'{o}pez, C.~Cabezas, S.~Mata, S.~Blanco, \textit{Chem. Sci.} \textbf{2014}, \textit{5}, 515.}

Publisher

International Symposium on Molecular Spectroscopy

Type of Resource

text

Language

English

Permalink

http://hdl.handle.net/2142/50926

DOI

https://doi.org/10.15278/isms.2014.TD09

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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