RT info:eu-repo/semantics/article
T1 Structural Expression of Exo-Anomeric Effect
A1 Alonso, Elena R.
A1 Peña, Isabel
A1 Cabezas, Carlos
A1 Alonso, José L.
K1 Carbohydrates, Spectroscopy, Molecular structure, Laser Ablation
AB Structural signatures for exo-anomeric effect have been extracted from the archetypal methyl-β-d-xyloside using broadband Fourier transform microwave spectroscopy combined with laser ablation. Spectrum analysis allows the determination of a set of rotational constants, which has been unequivocally attributed to conformer cc-β-4C1 g–, corresponding to the global minimum of the potential energy surface, where the aglycon residue (CH3) orientation contributes to maximization of the exo-anomeric effect. Further analysis allowed the determination of the rs structure, based on the detection of 11 isotopologues—derived from the presence of six 13C and five 18O atoms—observed in their natural abundances. The observed glycosidic C1–O1 bond length decrease (1.38 Å) can be interpreted in terms of the exo-anomeric effect. As such, the exo-anomeric effect presents itself as one of the main driving forces controlling the shape of many biologically important oligosaccharides.
PB ACS Publications
SN 1948-7185
YR 2016
FD 2016
LK https://uvadoc.uva.es/handle/10324/65860
UL https://uvadoc.uva.es/handle/10324/65860
LA spa
NO Journal of Physical Chemistry Letters, 2016, 7, 5, 845–850
NO Producción Científica
DS UVaDOC
RD 11-may-2024