Cyclotriveratrylene‐Based Glycoclusters as High Affinity Ligands of Bacterial Lectins from Pseudomonas aeruginosa and Burkholderia ambifaria. Issue 18 (11th November 2016)

• Record Type: Journal Article
• Authors: Galanos, Nicolas; Chen, Yanan; Michael, Zachary P.; Gillon, Emilie; Dutasta, Jean‐Pierre; Star, Alexander; Imberty, Anne; Martinez, Alexandre; Vidal, Sébastien
• Is Part Of: ChemistrySelect. Volume 1:Issue 18(2016)
• Page Start: 5863
• Page End: 5868
• Publication Date: 2016-11-11
• Subjects: carbohydrate -- click chemistry -- cyclotriveratrylene (CTV) -- glycocluster -- lectin; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201601324
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: 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 preparation of the corresponding glycoclusters with galactose or fucose residues through azide‐alkyne "click" chemistry. Their interactions with bacterial lectins (LecA, LecB and BambL) was confirmed and studied by titration 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. Abstract : Sweet CTV: The synthesis of cyclotriveratrylene‐based glycoclusters allowed the study of binding properties towards bacterial lectins but also the evaluation of their application as carbon nanotubes non‐covalent functionalization.