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Side-chain peptide-synthetic polymer conjugates via tandem “ester-amide/thiol–ene” post-polymerization modification of poly(pentafluorophenyl methacrylate) obtained using ATRP
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Singha, Nikhil K., Gibson, Matthew I., Koiry, Bishnu P., Danial, Maarten and Klok, Harm-Anton. (2011) Side-chain peptide-synthetic polymer conjugates via tandem “ester-amide/thiol–ene” post-polymerization modification of poly(pentafluorophenyl methacrylate) obtained using ATRP. Biomacromolecules, Vol.12 (No.8). pp. 2908-2913. ISSN 1525-7797
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Official URL: http://dx.doi.org/10.1021/bm200469a
Abstract
Herein the concept of tandem postpolymerization modification as a versatile route to synthesize well-defined, highly functionalized polymers is introduced. Poly(pentafluorophenyl methacrylate) obtained by atom transfer radical polymerization was first modified with allylamine, which displaces the active ester to give well-defined polymers with pendant alkene groups, which are difficult to obtain by direct (radical) polymerization of allylic-functional monomers. The produced poly(allylmethacrylamide) was modified by a second postpolymerization modification reaction with a thiol-terminated peptide (CVPGVG) using AIBN as the radical source. NMR, IR, and SEC demonstrated successful conjugation onto the polymer to give a polymer-peptide hybrid material. This versatile strategy should extend the scope of controlled radical polymerization and "click"-type reactions
| Item Type: | Journal Article |
|---|---|
| Subjects: | Q Science > QD Chemistry T Technology > TP Chemical technology |
| Divisions: | Faculty of Science > Chemistry |
| Library of Congress Subject Headings (LCSH): | Polymerization, Block copolymers, Macromolecules -- Synthesis, Free radical reactions |
| Journal or Publication Title: | Biomacromolecules |
| Publisher: | American Chemical Society |
| ISSN: | 1525-7797 |
| Date: | August 2011 |
| Volume: | Vol.12 |
| Number: | No.8 |
| Page Range: | pp. 2908-2913 |
| Identification Number: | 10.1021/bm200469a |
| Status: | Peer Reviewed |
| Publication Status: | Published |
| Access rights to Published version: | Restricted or Subscription Access |
| Funder: | India. Dept. of Science and Technology (DST) , École polytechnique fédérale de Lausanne (EPFL), European Union (EU) |
| Grant number: | INT/SWISS/RF & JUAF/2008 (DST & EPFL), NMP4-CT2006-026723 (EU) |
| URI: | http://wrap.warwick.ac.uk/id/eprint/38589 |
Data sourced from Thomson Reuters' Web of Knowledge
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