Jump to main content
Jump to site search

Issue 23, 2008
Previous Article Next Article

Peptide/proteinpolymer conjugates: synthetic strategies and design concepts

Author affiliations

Abstract

This feature article provides a compilation of tools available for preparing well-defined peptide/proteinpolymer conjugates, which are defined as hybrid constructs combining (i) a defined number of peptide/protein segments with uniform chain lengths and defined monomer sequences (primary structure) with (ii) a defined number of synthetic polymer chains. The first section describes methods for post-translational, or direct, introduction of chemoselective handles onto natural or synthetic peptides/proteins. Addressed topics include the residue- and/or site-specific modification of peptides/proteins at Arg, Asp, Cys, Gln, Glu, Gly, His, Lys, Met, Phe, Ser, Thr, Trp, Tyr and Val residues and methods for producing peptides/proteins containing non-canonical amino acids by peptide synthesis and protein engineering. In the second section, methods for introducing chemoselective groups onto the side-chain or chain-end of synthetic polymers produced by radical, anionic, cationic, metathesis and ring-opening polymerization are described. The final section discusses convergent and divergent strategies for covalently assembling polymers and peptides/proteins. An overview of the use of chemoselective reactions such as Heck, Sonogashira and Suzuki coupling, Diels–Alder cycloaddition, Click chemistry, Staudinger ligation, Michael’s addition, reductive alkylation and oxime/hydrazone chemistry for the convergent synthesis of peptide/proteinpolymer conjugates is given. Divergent approaches for preparing peptide/proteinpolymer conjugates which are discussed include peptide synthesis from synthetic polymer supports, polymerization from peptide/protein macroinitiators or chain transfer agents and the polymerization of peptide side-chain monomers.

Graphical abstract: Peptide/protein–polymer conjugates: synthetic strategies and design concepts

Back to tab navigation

Publication details

The article was received on 21 Dec 2007, accepted on 06 Feb 2008 and first published on 17 Apr 2008


Article type: Feature Article
DOI: 10.1039/B719689J
Citation: Chem. Commun., 2008, 2591-2611
  •   Request permissions

    Peptide/proteinpolymer conjugates: synthetic strategies and design concepts

    M. A. Gauthier and H. Klok, Chem. Commun., 2008, 2591
    DOI: 10.1039/B719689J

Search articles by author

Spotlight

Advertisements