The shape of D-glucosamine

Peña, Isabel; Kolesnikova, Lucie; Cabezas, Carlos; Bermudez, Celina; Berdakin, Matias; Simao, Alcides; Alonso, Jose A.

info:eu-repo/semantics/article

Fecha

2014-09

Registro en:

Peña, Isabel; Kolesnikova, Lucie; Cabezas, Carlos; Bermudez, Celina; Berdakin, Matias; et al.; The shape of D-glucosamine; Royal Society of Chemistry; Physical Chemistry Chemical Physics; 16; 9-2014; 23244-23250

1463-9076

http://hdl.handle.net/11336/31347

CONICET Digital

CONICET

Autor

Peña, Isabel

Kolesnikova, Lucie

Cabezas, Carlos

Bermudez, Celina

Berdakin, Matias

Simao, Alcides

Alonso, Jose A.

Institución

Consejo Nacional de Investigaciones Científicas y Tecnológicas (Argentina)

Resumen

The bioactive amino monosaccharideD-glucosamine has been generated in the gas phasevialaserablation ofD-glucosamine hydrochloride. Three cyclica-4C1pyranose forms have been identified usingFourier transform microwave techniques. Stereoelectronic hyperconjugative forces – essentially linkedwith the anomeric orgaucheeffect – and cooperative OH O, OH N and NH O chains, extendedalong the entire molecule, are found to be the main factors driving the conformational behavior. Theorientation of the NH2group within each conformer has been determined by the values of the nuclearquadrupole coupling constants. The results have been compared with those recently obtained for thearchetypicalD-glucose.

Materias

Rotational Spectroscopy

Laser Desorption

Biomolecules

D-Glucosamine

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