Conformational characterization of single α- and β-epimers of galactosamine in solution still remains an intriguing task because of their flexibility and ability to interconvert. This difficulty was circumvented by recording several "snapshots" of the epimerization process by means of fast ESI vaporization of a galactosamine·HCl sample solution at different times. Consequently, the so generated gaseous mixtures were spectroscopically investigated and the specific conformational features of both α- and β-epimers were assigned, despite the overlapping of several IR signals. Interestingly, from a comparison with time-resolved 1H-NMR data obtained for the same solutions, the catalyzing effect of the applied ESI technique in the anomerization process clearly emerges. Finally, the experimental data were supported using both the Density Functional Theory (DFT) and Block-Localized Wavefunction (BLW) approaches: the latter method was applied here for the first time for the investigation of charged species.

Fraschetti, C., Guarcini, L., Zazza, C., Mannina, L., Circi, S., Piccirillo, S., et al. (2018). Real time evolution of unprotected protonated galactosamine probed by IRMPD spectroscopy. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 20(13), 8737-8743 [10.1039/c7cp07642h].

Real time evolution of unprotected protonated galactosamine probed by IRMPD spectroscopy

Piccirillo S.;
2018-02-21

Abstract

Conformational characterization of single α- and β-epimers of galactosamine in solution still remains an intriguing task because of their flexibility and ability to interconvert. This difficulty was circumvented by recording several "snapshots" of the epimerization process by means of fast ESI vaporization of a galactosamine·HCl sample solution at different times. Consequently, the so generated gaseous mixtures were spectroscopically investigated and the specific conformational features of both α- and β-epimers were assigned, despite the overlapping of several IR signals. Interestingly, from a comparison with time-resolved 1H-NMR data obtained for the same solutions, the catalyzing effect of the applied ESI technique in the anomerization process clearly emerges. Finally, the experimental data were supported using both the Density Functional Theory (DFT) and Block-Localized Wavefunction (BLW) approaches: the latter method was applied here for the first time for the investigation of charged species.
21-feb-2018
Pubblicato
Rilevanza internazionale
Articolo
Esperti anonimi
Settore CHIM/03 - CHIMICA GENERALE E INORGANICA
English
Fraschetti, C., Guarcini, L., Zazza, C., Mannina, L., Circi, S., Piccirillo, S., et al. (2018). Real time evolution of unprotected protonated galactosamine probed by IRMPD spectroscopy. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 20(13), 8737-8743 [10.1039/c7cp07642h].
Fraschetti, C; Guarcini, L; Zazza, C; Mannina, L; Circi, S; Piccirillo, S; Chiavarino, B; Filippi, A
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2108/205287
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