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Thioether-based poly(2-oxazoline)s: from optimized synthesis to advanced ROS-responsive nanomaterials
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SYSNO ASEP 0577520 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Thioether-based poly(2-oxazoline)s: from optimized synthesis to advanced ROS-responsive nanomaterials Author(s) Bener, S. (CZ)
Pavlova, Ewa (UMCH-V) RID
Beneš, Hynek (UMCH-V) RID, ORCID
Sedláček, O. (CZ)Source Title Polymer Chemistry . - : Royal Society of Chemistry - ISSN 1759-9954
Roč. 14, č. 42 (2023), s. 4838-4847Number of pages 10 s. Language eng - English Country GB - United Kingdom Keywords ring-opening polymerization ; drug-delivery ; block-copolymers Subject RIV CD - Macromolecular Chemistry OECD category Polymer science Method of publishing Open access Institutional support UMCH-V - RVO:61389013 UT WOS 001085531400001 EID SCOPUS 85175237285 DOI 10.1039/D3PY00945A Annotation Intelligent redox-responsive polymers, such as thioether-containing macromolecules, facilitate drug delivery and triggered release in biomedical applications. Moreover, reactive oxygen species (ROS)-responsive thioether systems based on poly(2-oxazoline)s (PAOx) platforms hold great promise for the development of highly biocompatible, stimuli-responsive biomaterials. However, thioether-containing PAOx are particularly difficult to synthesize because thioethers are incompatible with the cationic ring-opening polymerization (CROP). In this study, we aim at developing an alternative route to well-defined thioether-containing PAOx by a simple post-polymerization modification of linear polyethyleneimine. First, the synthesis of ROS-responsive PAOx homopolymers was optimized. Furthermore, ROS-sensitive amphiphilic diblock copolymers poly(ethylene glycol)-block-poly(2-methylthiomethyl-2-oxazoline) were synthesized by combining CROP with 2-oxazoline side-chain interchange via a polyethyleneimine block intermediate. In an aqueous environment, the copolymers self-assembled into thioether-containing micelles. These micelles were characterized by size exclusion chromatography, nuclear magnetic resonance, matrix-assisted laser desorption/ionization-time of flight mass spectrometry, dynamic light scattering, differential scanning calorimetry, and transmission electron microscopy. In addition, treatment with diluted H2O2 destabilized the nanoparticles, thus demonstrating their oxidation-responsiveness. This approach provides key insights into the design and development of stimuli-responsive polymers for potential biomedical applications, such as drug delivery systems. Workplace Institute of Macromolecular Chemistry Contact Eva Čechová, cechova@imc.cas.cz ; Tel.: 296 809 358 Year of Publishing 2024 Electronic address https://pubs.rsc.org/en/content/articlelanding/2023/PY/D3PY00945A
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