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Issue 7, 2011
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First peptide/protein PEGylation with functional polymers designed by nitroxide-mediated polymerization

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Abstract

Well-defined fluorescent, α-functional polymethacrylates with PEG side chains were readily designed by nitroxide-mediated polymerization (NMP) from N-hydroxysuccinimidyl (NHS) ester-containing alkoxyamines based on the nitroxide SG1. These polymers were obtained without any purification beyond a simple precipitation. They exhibited tunable reactivities towards nucleophiles depending on the nature of the alkoxyamine used. Copolymers derived from the commercially available SG1-based alkoxyamine led to quantitative coupling with small molecules and a neuroprotective peptide whereas partial conjugation was obtained with lysozyme, used here as a model protein. Complete conjugation to the latter was obtained from similar copolymers exhibiting a less sterically hindered NHS extremity, via appropriate alkoxyamine structure, which represents the very first example of peptide/protein PEGylation with functional polymers derived from NMP.

Graphical abstract: First peptide/protein PEGylation with functional polymers designed by nitroxide-mediated polymerization

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Publication details

The article was received on 18 Jan 2011, accepted on 30 Jan 2011 and first published on 21 Feb 2011


Article type: Paper
DOI: 10.1039/C1PY00028D
Polym. Chem., 2011,2, 1523-1530

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    First peptide/protein PEGylation with functional polymers designed by nitroxide-mediated polymerization

    M. Chenal, C. Boursier, Y. Guillaneuf, M. Taverna, P. Couvreur and J. Nicolas, Polym. Chem., 2011, 2, 1523
    DOI: 10.1039/C1PY00028D

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