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

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389013%3A_____%2F21%3A00543732" target="_blank" >RIV/61389013:_____/21:00543732 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/00216208:11110/21:10436083 RIV/00216208:11310/21:10436083 RIV/46747885:24220/21:00008865

Výsledek na webu

<a href="https://pubs.acs.org/doi/10.1021/acs.biomac.1c00367" target="_blank" >https://pubs.acs.org/doi/10.1021/acs.biomac.1c00367</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.biomac.1c00367" target="_blank" >10.1021/acs.biomac.1c00367</a>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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.

Název v anglickém jazyce

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

Popis výsledku anglicky

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.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10404 - Polymer science

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2021

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Biomacromolecules

ISSN

1525-7797

e-ISSN

1526-4602

Svazek periodika

22

Číslo periodika v rámci svazku

7

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

13

Strana od-do

2963-2975

Kód UT WoS článku

000674171500016

EID výsledku v databázi Scopus

2-s2.0-85110277175