2024-03-28T17:55:48Zhttp://uvadoc.uva.es/oai/requestoai:uvadoc.uva.es:10324/226552021-06-23T11:52:58Zcom_10324_1186com_10324_931com_10324_894col_10324_1404
2017-03-19T17:20:47Z
urn:hdl:10324/22655
The shape of D-glucosamine
Peña Calvo, María Isabel
Kolesnikova, Lucie
Cabezas, Carlos
Bermúdez Arias, María Celina
Berdakin, Matías
Simão, Alcides
Alonso Hernández, José Luis
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.
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2017-03-19T17:20:47Z
2014
info:eu-repo/semantics/article
Physical Chemistry Chemical Physics, 2014,16, 23244-23250
http://uvadoc.uva.es/handle/10324/22655
10.1039/C4CP03593C
eng
info:eu-repo/semantics/restrictedAccess
The Royal Society of Chemistry 2014