Bacterial and fungal pathogens involved in lung infection in cystic fibrosis patients utilize a particular family of glycan-binding proteins, characterized by the presentation of six fucose-binding sites on a ring-shaped scaffold. These lectins are attractive targets for anti-infectious compounds that could interfere in the recognition of host tissues by pathogens. The design of a cyclopeptide-based hexavalent structure allowed for the presentation of six fucose residues. The synthetic hexavalent compound displays liable geometry resulting in high-avidity binding by lectins from Aspergillus fumigatus and Burkholderia ambifaria. Replacing the fucose residue with a conformationally constrained fucomimetic does not alter the affinity and provides fine specificity with no binding to other fucose-specific lectins.

Multivalent Glycomimetics with Affinity and Selectivity toward Fucose-Binding Receptors from Emerging Pathogens / Goyard, David; Baldoneschi, Veronica; Varrot, Annabelle; Fiore, Michele; Imberty, Anne*; Richichi, Barbara; Renaudet, Olivier; Nativi, Cristina. - In: BIOCONJUGATE CHEMISTRY. - ISSN 1043-1802. - ELETTRONICO. - 29:(2018), pp. 83-88. [10.1021/acs.bioconjchem.7b00616]

Multivalent Glycomimetics with Affinity and Selectivity toward Fucose-Binding Receptors from Emerging Pathogens

Baldoneschi, Veronica;Richichi, Barbara;Nativi, Cristina
2018

Abstract

Bacterial and fungal pathogens involved in lung infection in cystic fibrosis patients utilize a particular family of glycan-binding proteins, characterized by the presentation of six fucose-binding sites on a ring-shaped scaffold. These lectins are attractive targets for anti-infectious compounds that could interfere in the recognition of host tissues by pathogens. The design of a cyclopeptide-based hexavalent structure allowed for the presentation of six fucose residues. The synthetic hexavalent compound displays liable geometry resulting in high-avidity binding by lectins from Aspergillus fumigatus and Burkholderia ambifaria. Replacing the fucose residue with a conformationally constrained fucomimetic does not alter the affinity and provides fine specificity with no binding to other fucose-specific lectins.
2018
29
83
88
Goyard, David; Baldoneschi, Veronica; Varrot, Annabelle; Fiore, Michele; Imberty, Anne*; Richichi, Barbara; Renaudet, Olivier; Nativi, Cristina
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Utilizza questo identificatore per citare o creare un link a questa risorsa: https://hdl.handle.net/2158/1142144
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