Lowvalent Glycoclusters for Directed Multivalency

Low-valent glycoclusters have been important for defining the structural features required for high-affinity binding to multivalent receptors. As discussed above, rigid miniclusters are particularly affine ligands - if the carbohydrates are properly oriented, enabling unstrained multidentate binding. Rigid miniclusters are, in principle, moreover, able to differentiate between various multivalent lectins with the same carbohydrate specificity but varying orientation of their binding sites. If, however, the 3D structure of the targeted lectin is unknown, large numbers of potential ligands have to be synthesized and screened to identify the required presentation of the sugar residues.

3 OR

Fig. 2.7.3. Cluster glycosides synthesized by Lee et al. and their binding to ASGPR on isolated rabbit hepatocytes [7]. Carbohydrate residues involved in multivalent binding are highlighted in gray. The residual carbohydrates are assumed to function as a scaffold.

3 OR

Fig. 2.7.3. Cluster glycosides synthesized by Lee et al. and their binding to ASGPR on isolated rabbit hepatocytes [7]. Carbohydrate residues involved in multivalent binding are highlighted in gray. The residual carbohydrates are assumed to function as a scaffold.

hO^OH NHAc hO^OH NHAc

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