PEGylation of Guanidinium and Indole Bearing Poly(methacrylamide)s - Biocompatible Terpolymers for pDNA Delivery.

Publisher: Wiley-VCH Country of Publication: Germany NLM ID: 101135941 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1616-5195 (Electronic) Linking ISSN: 16165187 NLM ISO Abbreviation: Macromol Biosci Subsets: MEDLINE

Original Publication: Weinheim, Germany : Wiley-VCH, c2001-

Guanidine*/chemistry ; Guanidine*/pharmacology; Acrylamides ; HeLa Cells ; Humans ; Indoles ; Plasmids ; Transfection

This study describes the first example for shielding of a high performing terpolymer that consists of N-(2-hydroxypropyl)methacrylamide (HPMA), N-(3-guanidinopropyl)methacrylamide (GPMA), and N-(2-indolethyl)methacrylamide monomers (IEMA) by block copolymerization of a polyethylene glycol derivative - poly(nona(ethylene glycol)methyl ether methacrylate) (P(MEO 9 MA)) via reversible addition-fragmentation chain transfer (RAFT) polymerization. The molecular weight of P(MEO 9 MA) is varied from 3 to 40 kg mol ^-1 while the comonomer content of HPMA, GPMA, and IEMA is kept comparable. The influence of P(MEO 9 MA) block with various molecular weights is investigated over cytotoxicity, plasmid DNA (pDNA) binding, and transfection efficiency of the resulting polyplexes. Overall, the increase in molecular weight of P(MEO 9 MA) block demonstrates excellent biocompatibility with higher cell viability in L-929 cells and an efficient binding to pDNA at N/P ratio of 2. The significant transfection efficiency in CHO-K1 cells at N/P ratio 20 is obtained for block copolymers with molecular weight of P(MEO 9 MA) up to 10 kg mol ^-1 . Moreover, a fluorescently labeled analogue of P(MEO 9 MA), bearing perylene monoimide methacrylamide (PMIM), is introduced as a comonomer in RAFT polymerization. Polyplexes consisting of labeled block copolymer with 20 kg mol ^-1 of P(MEO 9 MA) and pDNA are incubated in Hela cells and investigated through structured illumination microscopy (SIM).
(© 2021 The Authors. Macromolecular Bioscience published by Wiley-VCH GmbH.)

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Keywords: gene delivery; guanidinium; indole; methacrylamides; poly(ethylene glycol) methacrylate

0 (Acrylamides)
0 (Indoles)
8724FJW4M5 (indole)
JU58VJ6Y3B (Guanidine)
K67NG89J77 (methacrylamide)

Date Created: 20210726 Date Completed: 20220407 Latest Revision: 20220407

20231215

10.1002/mabi.202100146

34310046