Side-Chain Peptide-Synthetic Polymer Conjugates via Tandem "Ester-Amide/Thiol-Ene" Post-Polymerization Modification of Poly(pentafluorophenyl methacrylate) Obtained Using ATRP

Nikhil K. Singha, Matthew I. Gibson, Bishnu P. Koiry, Maarten Danial, Harm-Anton Klok

Research output: Contribution to journalArticlepeer-review

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
Original languageEnglish
Pages (from-to)2908–2913
Number of pages6
JournalBiomacromolecules
DOIs
Publication statusPublished - 2011

Fingerprint

Dive into the research topics of 'Side-Chain Peptide-Synthetic Polymer Conjugates via Tandem "Ester-Amide/Thiol-Ene" Post-Polymerization Modification of Poly(pentafluorophenyl methacrylate) Obtained Using ATRP'. Together they form a unique fingerprint.

Cite this