Por favor, use este identificador para citar o enlazar este ítem:https://uvadoc.uva.es/handle/10324/75065
Título
Revealing the structure of sheer N-Acetylglucosamine, an essential chemical scaffold in glycobiology
Autor
Año del Documento
2024
Editorial
ACS (American Chemical Society)
Descripción
Producción Científica
Documento Fuente
The Journal of Physical Chemistry Letters, 2024, vol. 15, n. 41, p. 10314-10320
Resumen
We explored the conformational landscape of N-acetyl-α-d-glucosamine (α-GlcNAc), a fundamental chemical scaffold in glycobiology. Solid samples were vaporized by laser ablation, expanded in a supersonic jet, and characterized by broadband chirped pulse Fourier transform microwave spectroscopy. In the isolation conditions of the jet, three different structures of GlcNAc have been discovered. These are conclusively identified by comparing the experimental values of the rotational constants with those predicted by theoretical calculations. The conformational preferences are controlled by intramolecular hydrogen bond networks formed between the polar groups in the acetamido group and the hydroxyl groups and dominated in all cases by a strong OH···O═C interaction. We reported an exception to the gauche effect due to the enhanced stability observed for the Tg+ conformer. All the structures present the same disposition of the acetamido group, which explains the highly selective binding of N-acetylglucosamine with different amino acid residues. Thus, the comprehensive structural data provided here shall help to shed some light on the biological role of this relevant amino sugar.
Materias Unesco
2210 Química Física
ISSN
1948-7185
Revisión por pares
SI
Patrocinador
Ministerio de Ciencia e Innovación (PID2019-111396GB-I00)
Junta de Castilla y León (VA244P20)
Junta de Castilla y León (VA244P20)
Version del Editor
Propietario de los Derechos
© 2024 The Authors
Idioma
eng
Tipo de versión
info:eu-repo/semantics/publishedVersion
Derechos
openAccess
Aparece en las colecciones
Ficheros en el ítem
Tamaño:
3.206Mb
Formato:
Adobe PDF
