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Fluorine-containing block and gradient copoly(2-oxazoline)s based on 2-(3,3,3-trifluoropropyl)-2-oxazoline: a quest for the optimal self-assembled structure for 19F imaging
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SYSNO ASEP 0543732 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Fluorine-containing block and gradient copoly(2-oxazoline)s based on 2-(3,3,3-trifluoropropyl)-2-oxazoline: a quest for the optimal self-assembled structure for 19F imaging Author(s) Kaberov, Leonid I. (UMCH-V) ORCID
Kaberova, Zhansaya (UMCH-V) RID
Murmiliuk, A. (CZ)
Trousil, Jiří (UMCH-V) RID, ORCID
Sedláček, O. (CZ)
Konefal, Rafal (UMCH-V) RID, ORCID
Zhigunov, Alexander (UMCH-V) RID, ORCID
Pavlova, Ewa (UMCH-V) RID
Vít, M. (CZ)
Jirák, D. (CZ)
Hoogenboom, R. (BE)
Filippov, S. K. (FI)Source Title Biomacromolecules. - : American Chemical Society - ISSN 1525-7797
Roč. 22, č. 7 (2021), s. 2963-2975Number of pages 13 s. Language eng - English Country US - United States Keywords poly(2-oxazolines) ; self-assembly ; fluorine Subject RIV CD - Macromolecular Chemistry OECD category Polymer science R&D Projects GA17-00973S GA ČR - Czech Science Foundation (CSF) LTC19032 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) LO1507 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) GA19-01602S GA ČR - Czech Science Foundation (CSF) Method of publishing Limited access Institutional support UMCH-V - RVO:61389013 UT WOS 000674171500016 EID SCOPUS 85110277175 DOI 10.1021/acs.biomac.1c00367 Annotation The use of fluorinated contrast agents in magnetic resonance imaging (MRI) facilitates improved image quality due to the negligible amount of endogenous fluorine atoms in the body. In this work, we present a comprehensive study of the influence of the amphiphilic polymer structure and composition on its applicability as contrast agents in 19F MRI. Three series of novel fluorine-containing poly(2-oxazoline) copolymers and terpolymers, hydrophilic–fluorophilic, hydrophilic–lipophilic–fluorophilic, and hydrophilic–thermoresponsive–fluorophilic, with block and gradient distributions of the fluorinated units, were synthesized. It was discovered that the CF3 in the 2-(3,3,3-trifluoropropyl)-2-oxazoline (CF3EtOx) group activated the cationic chain end, leading to faster copolymerization kinetics, whereby spontaneous monomer gradients were formed with accelerated incorporation of 2-methyl-2-oxazoline or 2-n-propyl-2-oxazoline with a gradual change to the less-nucleophilic CF3EtOx monomer. The obtained amphiphilic copolymers and terpolymers form spherical or wormlike micelles in water, which was confirmed using transmission electron microscopy (TEM), while small-angle X-ray scattering (SAXS) revealed the core–shell or core–double-shell morphologies of these nanoparticles. The core and shell sizes obey the scaling laws for starlike micelles predicted by the scaling theory. Biocompatibility studies confirm that all copolymers obtained are noncytotoxic and, at the same time, exhibit high sensitivity during in vitro 19F MRI studies. The gradient copolymers provide the best 19F MRI signal-to-noise ratio in comparison with the analogue block copolymer structures, making them most promising as 19F MRI contrast agents. Workplace Institute of Macromolecular Chemistry Contact Eva Čechová, cechova@imc.cas.cz ; Tel.: 296 809 358 Year of Publishing 2022 Electronic address https://pubs.acs.org/doi/10.1021/acs.biomac.1c00367
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