RT info:eu-repo/semantics/article
T1 The shape of D-glucosamine
A1 Peña Calvo, María Isabel
A1 Kolesnikova, Lucie
A1 Cabezas, Carlos
A1 Bermúdez Arias, María Celina
A1 Berdakin, Matías
A1 Simão, Alcides
A1 Alonso Hernández, José Luis
AB The bioactive amino monosaccharide D-glucosamine has been generated in gas phase via laser ablation ofD-glucosamine hydrochloride. Three cyclic α-4C1 pyranose forms have been identified using Fouriertransform microwave techniques. Stereoelectronic hyperconjugative forces – essentially linked with theanomeric or gauche effect – and cooperative OH…O, OH…N and NH…O chains, extended along the entiremolecule, are found to be the main factors driving the conformational behavior. The orientation of theNH2 group within each conformer has been determined by the values of the nuclear quadrupole constants.The results have been compared with those recently obtained for the archetypical D-glucose.
YR 2014
FD 2014
LK http://uvadoc.uva.es/handle/10324/22655
UL http://uvadoc.uva.es/handle/10324/22655
LA eng
NO Physical Chemistry Chemical Physics, 2014,16, 23244-23250
DS UVaDOC
RD 19-abr-2024