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Synthesis of Polypeptide Block Copolymer Hybrids by the Combination of N ‐Carboxyanhydride Polymerization and RAFT
Author(s) -
Jacobs Jaco,
Gathergood Nicholas,
Heise Andreas
Publication year - 2013
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201300402
Subject(s) - raft , chain transfer , copolymer , reversible addition−fragmentation chain transfer polymerization , polymer chemistry , chemistry , polymerization , polymer , acrylate , branching (polymer chemistry) , combinatorial chemistry , radical polymerization , organic chemistry
The synthesis of hybrid bioconjugates via the ring‐opening polymerization (ROP) of N ‐carboxyanhydrides (NCAs) using a synthetic macroinitiator is described. Poly( n ‐butyl acrylate), polystyrene, and poly( N ‐isopropyl acrylamide) are synthesized (polydisperity index, Đ < 1.1) using reversible addition–fragmentation chain transfer (RAFT) as the synthetic tool. A phthalimidomethyl trithiocarbonate RAFT chain transfer agent is used to prepare well‐defined, end‐functional polymers, which after deprotection result in amine terminal macroinitiators. The subsequent initiating systems could successfully be chain extended with ε‐benzyloxycarbonyl‐ l ‐lysine or γ‐benzyl‐ l ‐glutamate as the NCAs to produce a library of polymer–polypeptide conjugates. In doing so, a novel procedure for directly synthesizing bioconjugates via a non‐modular route without the need for excessive purification and isolation steps is described.