On the synthesis of cyclodextrin–peptide conjugates by the Huisgen reaction
Corresponding Author
Rémy Lartia
Université Grenoble-Alpes, Département de Chimie Moléculaire, 570 rue de la chimie, 38041 Grenoble, France
Correspondence to: Rémy Lartia, Université Grenoble-Alpes, Département de Chimie Moléculaire, 570 rue de la chimie, 38041 Grenoble, France. E-mail: [email protected]Search for more papers by this authorChristopher K. Jankowski
Département de Chimie et Biochimie, Université de Moncton, Moncton, NB, E1A 3E9 Canada
Search for more papers by this authorSébastien Arseneau
Département de Chimie et Biochimie, Université de Moncton, Moncton, NB, E1A 3E9 Canada
Search for more papers by this authorCorresponding Author
Rémy Lartia
Université Grenoble-Alpes, Département de Chimie Moléculaire, 570 rue de la chimie, 38041 Grenoble, France
Correspondence to: Rémy Lartia, Université Grenoble-Alpes, Département de Chimie Moléculaire, 570 rue de la chimie, 38041 Grenoble, France. E-mail: [email protected]Search for more papers by this authorChristopher K. Jankowski
Département de Chimie et Biochimie, Université de Moncton, Moncton, NB, E1A 3E9 Canada
Search for more papers by this authorSébastien Arseneau
Département de Chimie et Biochimie, Université de Moncton, Moncton, NB, E1A 3E9 Canada
Search for more papers by this authorAbstract
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.
Supporting Information
Figure S1. ESI-MS spectra of compound 3
Figure S2. ESI-MS spectra of compound 4
Figure S3. ESI-MS spectra of compound 5
Figure S4. ESI-MS spectra of compound 6
Figure S5. ESI-MS spectra of compound 7
Figure S6. ESI-MS spectra of compound 8
Figure S7. ESI-MS spectra of compound 9b
Figure S8. ESI-MS spectra of compound 10
Figure S9. ESI-MS spectra of compound 11
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