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RESEARCH ARTICLE
Contents Vol 70(2)

Synthesis of Side-Chain Modified Peptides Using Iterative Solid Phase ‘Click’ Methodology

Xuejian Liu A , Robert B. P. Elmes A and Katrina A. Jolliffe A B
+ Author Affiliations
- Author Affiliations

A School of Chemistry, The University of Sydney, Sydney, NSW 2006, Australia.

B Corresponding author. Email: kate.jolliffe@sydney.edu.au

Australian Journal of Chemistry 70(2) 201-207 https://doi.org/10.1071/CH16567
Submitted: 5 October 2016  Accepted: 2 November 2016   Published: 30 November 2016

Abstract

A series of side-chain modified peptides have been prepared via an iterative sequence of peptide couplings and azide–alkyne cycloadditions (‘click’ reactions) using Fmoc-solid phase peptide synthesis. This efficient modular synthetic route allows the systematic and sequential incorporation of a variety of side-chain modifications onto short peptides. The versatility of this approach was demonstrated by the synthesis of a series of short peptides with appended anion recognition motifs and fluorescent indicators.


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