Open AccessRatiometric pH-Responsive 19F Magnetic Resonance Imaging Contrast Agents Based on Hydrazone Switches
Author(s) -
Dawid Janasik,
K Jasiński,
Władysław P. Węglarz,
Ivan Němec,
Paweł Jewuła,
Tomasz Krawczyk
Publication year - 2022
Publication title -
analytical chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.117
H-Index - 332
eISSN - 1520-6882
pISSN - 0003-2700
DOI - 10.1021/acs.analchem.1c04978
Subject(s) - chemistry , hydrazone , fluorine 19 nmr , proton nmr , nuclear magnetic resonance , nuclear magnetic resonance spectroscopy , proton , carbon 13 nmr , stereochemistry , physics , quantum mechanics
Hydrazone-based molecular switches serve as efficient ratiometric pH-sensitive agents that can be tracked with 19 F NMR/MRI and 1 H NMR. Structural changes induced between pH 3 and 4 lead to signal appearance and disappearance at 1 H and 19 F NMR spectra allowing ratiometric pH measurements. The most pronounced are resonances of the CF 3 group shifted by 1.8 ppm with 19 F NMR and a hydrazone proton shifted by 2 ppm with 1 H NMR.