Cyclotriveratrylene-Based Glycoclusters as High Affinity Ligands of Bacterial Lectins from Pseudomonas aeruginosa and Burkholderia ambifaria
Résumé
The design of multivalent glycoconjugates has been largely studied using a variety of core scaffolds. Cyclotriveratrylenes (CTV) have been scarcely used in this context. The synthesis of the tri- and hexa-propargylated CTV cores allowed the prepn. of the corresponding glycoclusters with galactose or fucose residues through azide-alkyne "click" chem. Their interactions with bacterial lectins (LecA, LecB and BambL) was confirmed and studied by titrn. microcalorimetry. Adsorption onto carbon nanotubes was then attempted based on the hydrophobic CTV cores. Their incorporation into field effect transistor (FET) devices was accomplished but the data collected largely suggested a poor interaction of CTV-based glycoclusters with the carbon nanotubes leading to non-specific detection of the lectins.