Can Heterocyclic γ-Peptides Provide Polyfunctional Platforms for Synthetic Glycocluster Construction?

Chemistry : a European Journal
Matthieu SimonLudovic T Maillard

Abstract

Sugars play key roles in many molecular and cellular communication processes involving a family of proteins named lectins. The low affinity associated with sugar recognition is generally counterbalanced by the multivalent nature of the interaction. While many polyglycosylated architectures have been described, only a few studies focused on the impact of topology variations of the multivalent structures on the interaction with lectin proteins. One major interest of our group concerns the design of new highly predictable and stable molecular pseudo-peptide architectures for therapeutic applications. In such a context, we described a class of constrained heterocyclic γ-amino acids built around a thiazole ring, named ATCs. ATC oligomers are helical molecules resulting from the formation of a highly stable C9 hydrogen-bonding pattern. Following our program, we herein address the potential of ATC oligomers as tunable scaffolds for the development of original multivalent glycoclusters.

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Citations

Apr 5, 2019·Chemistry : a European Journal·Julie Aguesseau-KondrotasLudovic T Maillard
May 21, 2020·Frontiers in Molecular Biosciences·Ilda D'AnnessaDaniele Di Marino
Apr 16, 2021·ChemPlusChem·Baptiste Legrand, Ludovic T Maillard
Jul 3, 2021·Organic & Biomolecular Chemistry·Hyungwoo HahmSukwon Hong
Sep 21, 2019·Bioconjugate Chemistry·Lamiaa M A AliLudovic Maillard

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