THE CONFORMATIONAL BEHAVIOUR OF GLUCOSAMINE | Zendy

Isabel Peña | Zendy; José M. Alonso | Zendy; Alcides Simão | Zendy; Matías Berdakin | Zendy; Celina Bermúdez | Zendy; C. Cabezas | Zendy; Lucie Kolesníková | Zendy

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THE CONFORMATIONAL BEHAVIOUR OF GLUCOSAMINE

Author(s) -

Isabel Peña,

José M. Alonso,

Alcides Simão,

Matías Berdakin,

Celina Bermúdez,

C. Cabezas,

Lucie Kolesníková

Publication year - 2014

Publication title -

proceedings of the 74th international symposium on molecular spectroscopy

Language(s) - English

Resource type - Conference proceedings

DOI - 10.15278/isms.2014.td09

Subject(s) - glucosamine , computer science , chemistry , biochemistry

A laser ablation method has been successfully used to vaporize the bioactive amino monosaccharide D-glucosamine. Three cyclic α-C1 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· · ·O, OH· · ·N and NH· · ·O chains, extended along the entire molecule, are the main factors driving the conformational behavior. All observed conformers exhibit a counter-clockwise arrangement (cc) of the network of intramolecular hydrogen bonds. The results are compared with those recently obtained for D-glucose.a

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