Issue 2, 2015

Amphiphilic/fluorous random copolymers as a new class of non-cytotoxic polymeric materials for protein conjugation

Abstract

Herein, amphiphilic/fluorous random copolymers bearing poly(ethylene glycol) (PEG) chains and perfluorinated alkane pendants were developed as novel non-cytotoxic polymers for protein conjugation. Three kinds of random copolymers with different initiating terminals (carboxylic acid, pyridyl disulfide, and N-hydroxysuccinimide ester) were prepared by reversible addition–fragmentation chain transfer (RAFT) copolymerization of a PEG methyl ether methacrylate and a perfluorinated alkane methacrylate with the corresponding functional chain transfer agents. All of the polymers were soluble in water to form nanostructures with perfluorinated compartments via fluorous interaction: large aggregates from the intermolecular multi-chain association and compact unimer micelles from the intramolecular single-chain folding. Such a PEGylated and perfluorinated random copolymer was non-cytotoxic to NIH 3T3 mouse embryonic fibroblast cells and human umbilical vein endothelial cells (HUVECs). Additionally, a random copolymer with a pyridyl disulfide terminal was also successfully conjugated with a thiolated lysozyme.

Graphical abstract: Amphiphilic/fluorous random copolymers as a new class of non-cytotoxic polymeric materials for protein conjugation

Supplementary files

Article information

Article type
Paper
Submitted
30 Sep 2014
Accepted
22 Oct 2014
First published
23 Oct 2014

Polym. Chem., 2015,6, 240-247

Author version available

Amphiphilic/fluorous random copolymers as a new class of non-cytotoxic polymeric materials for protein conjugation

Y. Koda, T. Terashima, M. Sawamoto and H. D. Maynard, Polym. Chem., 2015, 6, 240 DOI: 10.1039/C4PY01346H

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