Many biological recognition processes take advantage of multivalency to enhance weak ligand-receptor affinities. Typical important multivalent interactions are the protein-carbohydrate recognition involved in viral entry, cell surface adhesion, and host-pathogen interactions. Among the carbon based nanomaterials, [60]fullerene constitutes a privileged scaffold with a highly symmetrical and rigid nanosized structure. We have modified it to form hexakis-adducts with octahedral geometry for the multivalent presentation of carbohydrates or amino acids.1,2 Tridecafullerenes constructed by a central [60]fullerene scaffold surrounded by other twelve fullerene units endowed with up to 360 disaccharides have been synthesized and studied in viral infection inhibition biological assays. These systems have shown a remarkable efficiency in the inhibition of the infectious process by Ebola, Zika and Dengue viruses, with IC50 values in the picomolar range.3
New multivalent nanostructures with different topology and/or fluorescent platforms are currently being synthesized and evaluated in our group. The latest results will be presented.
References:
[1] Muñoz, A.; Sigwalt, D.; Illescas, B. M.; Luczkowiak, J.; Rodríguez-Pérez, L.; Nierengarten, I.; Holler, M.; Remy, J.-S.; Buffet, K.; Vincent, S. P.; Rojo, J.; Delgado, R.; Nierengarten, J.-F.; Martín, N. Nat. Chem., 2016, 8, 50-57.
[2] Ruiz-Santaquiteria, M.; Illescas, B. M.; Abdelnabi, R.; Boonen, A.; Mills, A.; Martí-Marí, O.; Noppen, S.; Neyts, J.; Schols, D.; Gago, F.; San-Félix, A.; Camarasa, M. J., Martín, N. Chem. Eur. J. 2021, 27, 10700–10710.
[3] Ramos-Soriano, J.; Reina, J. J.; Illescas, B. M.; De La Cruz, N.; Rodríguez-Pérez, L.; Lasala, F.; Rojo, J.; Delgado, R.; Martín, N. J. Am. Chem. Soc. 2019, 141, 15403-15412.