Synthetic Route and Characterization of Main Chain Ester‐Containing Hydrolytically Degradable Poly( N , N ‐dimethylaminoethyl methacrylate)‐Based Polycations
Abstract
Abstract The possibility of introducing hydrolytically cleavable ester linkages onto the poly( N , N ‐dimethylaminoethyl methacrylate) for the formation of less toxic and degradable polycations is shown in this work. For achieving this aim, the copolymerization behavior of 5,6‐benzo‐2‐methylene‐1,3‐dioxepane (BMDO), with N , N ‐dimethylaminoethyl methacrylate (DMAEMA) is studied by free radical ring‐opening polymerization. Structural characterization is performed using 1D and 2D NMR techniques. Under optimized reaction conditions, quantitative ring‐opening of BMDO took place during the copolymerizations leading to the formation of poly(DMAEMA‐ co ‐ester)s. Blocky random copolymers were further quaternized by alkyl bromide to generate degradable cation containing polymers. Cytotoxicity results were highly encouraging and showed less cytotoxicity as compared to polyethyleneimine, which was used as a positive control. The formation and characterization of highly stable copolymer/DNA polyplexes is also shown here. magnified image
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Increasing interest in biodegradable polyesters and the versatility of RROP with respect to structures accessible via different monomers and their copolymerization with conventional vinyl monomers has changed the situation significantly.
“However, with the increasing interest in biodegradable polyesters and the versatility of RROP with respect to the structures accessible via very different monomers [25] and their copolymerization with conventional vinyl monomers [26 -34] has changed the situation significantly.”
From Ring-Opening Polymerization—An Introductory Review (2013) · cites this paper as [27]
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- Authors
- Agarwal, S., Ren, L., Kissel, T., & Bege, N.
- Affiliations
- Philipps University of Marburg (DE)
- Corresponding author
- Agarwal, Seema
- ORCID
- Agarwal, Seema
- Venue
- Macromolecular Chemistry and Physics
- Publisher
- Wiley
- Published
- 2010-04-13
- Volume
- 211
- Issue
- 8
- Pages
- 905-915
- ISSN
- 1022-1352 (ISSN-L)
- 1521-3935
- OpenAlex
- W2136239884
- Cited by
- 27
- References
- 18
- Citations by year
- 2026: 4 · 2024: 1 · 2022: 3 · 2019: 2 · 2018: 1 · 2017: 1 · 2016: 2 · 2014: 1 · 2013: 3 · 2012: 3
- FWCI
- 1.90
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Macromolecular Chemistry and Physics (publishedVersion)
- ERef Bayreuth (University of Bayreuth) (submittedVersion)
- Funders
- DFG
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Medicine › Hydrogels: synthesis, properties, applications
- Keywords
- hydrolytically degradable polymers, cationic polymers, poly(N,N-dimethylaminoethyl methacrylate), ring-opening polymerization, quaternization, alkyl bromides, cytotoxicity, polyplexes, DNA delivery
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