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The shape of D-glucosamine
Año del Documento
Physical Chemistry Chemical Physics, 2014,16, 23244-23250
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.
Revisión por pares
Propietario de los Derechos
The Royal Society of Chemistry 2014