Issue 23, 2010
From the journal:

Chemical Communications

On-resin peptide macrocyclization using thiol–ene click chemistry†

Alex A. Aimetti,a   Richard K. Shoemaker,b   Chien-Chi Linc  and  Kristi S. Anseth*ac  

* Corresponding authors

a Department of Chemical & Biological Engineering, University of Colorado, Boulder, USA
E-mail: Kristi.Anseth@colorado.edu
Fax: +1 303-492-4341
Tel: +1 303-492-7471

b Department of Chemistry & Biochemistry, University of Colorado, Boulder, USA

c Howard Hughes Medical Institute, University of Colorado, Boulder, USA

Abstract

A versatile and rapid synthetic strategy has been developed for the on-resin cyclization of peptides using thiol–ene photochemistry. This unique method exploits the thiol group of natural cysteine amino acids and allows for various alkenes to be incorporated orthogonal to the peptide backbone.

Graphical abstract: On-resin peptide macrocyclization using thiol–ene click chemistry

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Article information

DOI
https://doi.org/10.1039/C001375G
Article type
Communication
Submitted
20 Jan 2010
Accepted
23 Mar 2010
First published
08 Apr 2010

Chem. Commun., 2010,46, 4061-4063

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On-resin peptide macrocyclization using thiol–ene click chemistry

A. A. Aimetti, R. K. Shoemaker, C. Lin and K. S. Anseth, Chem. Commun., 2010, 46, 4061 DOI: 10.1039/C001375G

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