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Pure Appl. Chem., 2008, Vol. 80, No. 8, pp. 1827-1835

On the role of aromatic-sugar interactions in the molecular recognition of carbohydrates: A 3D view by using NMR

M. Dolores Díaz1, María del Carmen Fernández-Alonso1, Gabriel Cuevas2, F. Javier Cañada1 and Jesús Jiménez-Barbero1

1 Center of Biological Research, CSIC, Ramiro de Maeztu 9, 28040 Madrid, Spain
2 Institute of Chemistry, Universidad Nacional Autónoma de México, Apdo. Postal 70213, 04510, Coyoacán, Circuito Exterior, México DF, México

Abstract: This revision describes an up-to-date review of our efforts to investigate the interaction of carbohydrates with aromatic moieties at different levels of complexity. Protein-sugar interactions have been studied using NMR experiments on a variety of hevein/chitooligosaccharide systems. In addition, NMR and computational methods have also been used to evaluate the interaction of simple aromatic entities with simple monosaccharides. In between, the stacking features of aromatic-containing glycomolecules have also been described by using an analogous experimental-theoretical approach.