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On the synthesis of cyclodextrin–peptide conjugates by the Huisgen reaction
Author(s) -
Lartia Rémy,
Jankowski Christopher K.,
Arseneau Sébastien
Publication year - 2016
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.2899
Subject(s) - chemistry , conjugate , click chemistry , combinatorial chemistry , peptide , context (archaeology) , cyclodextrin , macromolecule , stereochemistry , organic chemistry , biochemistry , mathematical analysis , paleontology , mathematics , biology
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.