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Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
Published on: August 1, 2018
On the synthesis of cyclodextrin-peptide conjugates by the Huisgen reaction
Rémy Lartia1, Christopher K Jankowski2, Sébastien Arseneau2
1Université Grenoble-Alpes, Département de Chimie Moléculaire, 570 rue de la chimie, 38041, Grenoble, France.
Abstract:
A,D-substituted cyclodextrin (CDX) substituted on their primary rim side are ideal scaffolds for the macromolecular assembly and formation of templated structures. Their substitution can be achieved through various reactions. However, the use of the well-known Huisgen reaction in this context is under-reported. We present here results of the synthesis of model conjugates formed between CDX and representative peptides by click chemistry. Notably, bis-conjugation of peptides onto a unique scaffold promotes α-helix formation. Copyright © 2016 European Peptide Society and John Wiley & Sons, Ltd.
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