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Impact of the polymer backbone chemistry on interactions of amino-acid-derived zwitterionic polymers with cells

Titelangaben

Leiske, Meike N. ; De Geest, Bruno G. ; Hoogenboom, Richard:
Impact of the polymer backbone chemistry on interactions of amino-acid-derived zwitterionic polymers with cells.
In: Bioactive Materials. Bd. 24 (2023) . - S. 524-534.
ISSN 2452-199X
DOI: https://doi.org/10.1016/j.bioactmat.2023.01.005

Volltext

Link zum Volltext (externe URL): Volltext

Abstract

Zwitterionic polymers are known to interact with cells and have been shown to reveal cancer cell specificity. In this work, the importance of the chemistry of the polymer backbone for the cellular specificity of amino-acid-derived polyzwitterions is demonstrated. A series of glutamic acid (Glu)-based vinyl monomers (i.e., an acrylate, a methacrylate, an acrylamide, and a methacrylamide) were prepared and used for reversible addition-fragmentation chain-transfer (RAFT) polymerisation, yielding defined polymers with narrow size distribution (Ð < 1.3). All Glu-functionalised, zwitterionic polymers revealed high cytocompatibility; however, differences in cellular association and specificity were observed. In particular, the methacrylamide-derived polymers showed high association with both, breast cancer cells and non-cancerous dendritic cells and, consequently, lack specificity. In contrast, high specificity to only breast cancer cells was observed for polyacrylates, -methacrylates, and -acrylamides. Detailed analysis of the polymers revealed differences in hydrophobicity, zeta potential, and potential side chain hydrolysis, which are impacted by the polymer backbone and might be responsible for the altered the cell association of these polymers. It is shown that a slightly negative net charge is preferred over a neutral charge to retain cell specificity. This was also confirmed by association experiments in the presence of competitive amino acid transporter substrates. The affinity of slightly negatively charged Glu-derived polymers to the xCT Glu/cystine cell membrane antiporter was found to be higher than that of neutrally charged polymers. Our results emphasise the importance of the polymer backbone for the design of cell-specific polymers. This study further highlights the potential to tailor amino-acid-derived zwitterionic materials beyond their side chain functionality.

Weitere Angaben

Publikationsform: Artikel in einer Zeitschrift
Begutachteter Beitrag: Ja
Keywords: Amino-acid-functionalised polymer; Zwitterionic polymer; Cell-specific polymer; Cancer-targeting; RAFT-Polymerisation
Institutionen der Universität: Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie
Fakultäten
Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften
Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie > Juniorprofessur Nachhaltige und funktionale Polymersysteme > Juniorprofessur Nachhaltige und funktionale Polymersysteme - Juniorprof. Dr. Meike Leiske
Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie > Juniorprofessur Nachhaltige und funktionale Polymersysteme
Titel an der UBT entstanden: Nein
Themengebiete aus DDC: 500 Naturwissenschaften und Mathematik > 540 Chemie
Eingestellt am: 18 Jan 2023 14:43
Letzte Änderung: 13 Mär 2023 08:43
URI: https://eref.uni-bayreuth.de/id/eprint/73447