2026-04-26T22:08:11Zhttps://uvadoc.uva.es/oai/request

oai:uvadoc.uva.es:10324/226552025-03-04T09:44:02Zcom_10324_1186com_10324_931com_10324_894col_10324_1404

Peña Calvo, María Isabel Kolesniková, Lucie Cabezas, Carlos Bermudez Arias, María Celina Berdakin, Matías Simão, Alcides Alonso Hernández, José Luis 2017-03-19T17:20:47Z 2017-03-19T17:20:47Z 2014 Physical Chemistry Chemical Physics, 2014,16, 23244-23250 http://uvadoc.uva.es/handle/10324/22655 10.1039/C4CP03593C The bioactive amino monosaccharide D-glucosamine has been generated in gas phase via laser ablation of D-glucosamine hydrochloride. Three cyclic α- 4C1 pyranose forms have been identified using Fourier transform microwave techniques. Stereoelectronic hyperconjugative forces – essentially linked with the anomeric or gauche effect – and cooperative OH…O, OH…N and NH…O chains, extended along the entire molecule, are found to be the main factors driving the conformational behavior. The orientation of the NH2 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. eng info:eu-repo/semantics/restrictedAccess The Royal Society of Chemistry 2014 The shape of D-glucosamine info:eu-repo/semantics/article