title: On the synthesis of cyclodextrin-peptide conjugates by the Huisgen reaction.
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.
authors.affiliation: Université Grenoble-Alpes, Département de Chimie Moléculaire, 570 rue de la chimie, 38041, Grenoble, France.
authors.forename: Rémy
authors.initials: R
authors.lastname: Lartia
authors.affiliation: Département de Chimie et Biochimie, Université de Moncton, Moncton, NB, E1A 3E9, Canada.
authors.forename: Christopher K
authors.initials: CK
authors.lastname: Jankowski
authors.affiliation: Département de Chimie et Biochimie, Université de Moncton, Moncton, NB, E1A 3E9, Canada.
authors.forename: Sébastien
authors.initials: S
authors.lastname: Arseneau
mesh_terms: D000480:Alkynes / Q000737:chemistry; D000595:Amino Acid Sequence; D001386:Azides / Q000737:chemistry; D057930:Click Chemistry / Q000379:methods*; D003300:Copper / Q000737:chemistry; D003505:Cyclodextrins / Q000737:chemistry*; D008958:Models, Molecular; D010455:Peptides / Q000737:chemistry*; D000072756:Protein Conformation, alpha-Helical
chemical_list: D000480:Alkynes; D001386:Azides; D003505:Cyclodextrins; D010455:Peptides; D003300:Copper
keywords: Huisgen reaction; conjugates; cyclodextrin; modeling; α-helix