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A Synthetic Divalent Cholera Toxin Glycocalix[4]arene Ligand Having Higher Affinity than Natural GM1 Oligosaccharide

2005; American Chemical Society; Volume: 127; Issue: 11 Linguagem: Inglês

10.1021/ja0444029

1943-2984

Daniela Arosio, Marco Maria Fontanella, Laura Baldini, Laura Mauri, Anna Bernardi, Alessandro Casnati, Francesco Sansone, Rocco Ungaro,

Polyamine Metabolism and Applications

A high-affinity ligand of cholera toxin, the divalent glycocalix[4]arene 1, was obtained by exploiting a combination of structure-based design of glycomimetic monovalent ligands and affinity enhancements by multivalent presentation through a calix[4]arene scaffold. It exhibits a slightly higher affinity for the toxin than its natural ligand, the GM1 oligosaccharide.