Issue 64, 2019

Macrocyclisation and functionalisation of unprotected peptides via divinyltriazine cysteine stapling

Abstract

We report a novel divinyltriazine linker for the stapling of two cysteine residues to form macrocyclic peptides from their unprotected linear counterparts. The stapling reaction occurred rapidly under mild conditions on a range of unprotected peptide sequences. The resulting constrained peptides displayed greater stability in a serum stability assay when compared to their linear counterparts.

Graphical abstract: Macrocyclisation and functionalisation of unprotected peptides via divinyltriazine cysteine stapling

Supplementary files

Article information

Article type
Communication
Submitted
01 Jul 2019
Accepted
15 Jul 2019
First published
15 Jul 2019

Chem. Commun., 2019,55, 9499-9502

Macrocyclisation and functionalisation of unprotected peptides via divinyltriazine cysteine stapling

N. S. Robertson, S. J. Walsh, E. Fowler, M. Yoshida, S. M. Rowe, Y. Wu, H. F. Sore, J. S. Parker and D. R. Spring, Chem. Commun., 2019, 55, 9499 DOI: 10.1039/C9CC05042F

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