We report the rapid assembly of atomically precise glycosylated cluster nanomolecules and demonstrate their ability to inhibit protein-protein interactions in a biomedically relevant example. Specifically, we constructed two classes of glycosylated organomimetic clusters under mild conditions using the pentafluoroaryl-thiol S<sub>N</sub>Ar chemistry. We then studied the multivalent interactions between these clusters and Dendritic Cell-Specific Intercellular adhesion molecule-3-Grabbing Non-integrin (DC-SIGN) through a joint approach of experimental and computational chemistry. Furthermore, we assessed the ability of both classes of clusters to inhibit an HIV-1 glycoprotein from interacting with DC-SIGN. This work highlights an intricate interplay between the molecular design of a multivalent inhibitor and its binding affinity to a protein surface.

Glycosylated cluster nanomolecules with multivalent binding capabilities

2019 Fall National Meeting

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