Issue 10, 2015

Aqueous RAFT synthesis of block and statistical copolymers of 2-(α-d-mannopyranosyloxy)ethyl methacrylate with 2-(N,N-dimethylamino)ethyl methacrylate and their application for nonviral gene delivery

Abstract

Block copolymers composed of 2-(α-D-mannopyranosyloxy)ethyl methacrylate (ManEMA) and 2-(N,N-dimethylamino)ethyl methacrylate (DMAEMA) were synthesized by aqueous RAFT polymerization. The number-average degree of polymerization (DPn) of ManEMA segments was constant at 33, and the DPn of DMAEMA segments varied from 98 to 241. Statistical copolymers with a similar composition were also prepared via aqueous RAFT polymerization. The mannose-presenting nature was evaluated by a turbidimetric assay using Concanavalin A. The clustering rate of statistical copolymers was faster than those of the corresponding block copolymers. By contrast, no significant differences between block and statistical copolymers were found in their DNA-condensing ability as evaluated using gel shift assays and in their cytotoxicity in the transfection of plasmid DNA (pEGFP-N1) to HeLa cells. However, the overall transfection efficiency significantly depended on the monomer distribution. Statistical copolymers showed an overall transfection efficiency comparable to those of poly(DMAEMA·HCl)s, but block copolymers showed no detectable transfection under the same conditions.

Graphical abstract: Aqueous RAFT synthesis of block and statistical copolymers of 2-(α-d-mannopyranosyloxy)ethyl methacrylate with 2-(N,N-dimethylamino)ethyl methacrylate and their application for nonviral gene delivery

Article information

Article type
Paper
Submitted
30 Nov 2014
Accepted
18 Dec 2014
First published
19 Dec 2014

Polym. Chem., 2015,6, 1793-1804

Aqueous RAFT synthesis of block and statistical copolymers of 2-(α-D-mannopyranosyloxy)ethyl methacrylate with 2-(N,N-dimethylamino)ethyl methacrylate and their application for nonviral gene delivery

M. Obata, T. Kobori, S. Hirohara and M. Tanihara, Polym. Chem., 2015, 6, 1793 DOI: 10.1039/C4PY01652A

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