Ratiometric pH-Responsive 19 F Magnetic Resonance Imaging Contrast Agents Based on Hydrazone Switches

Hydrazone-based molecular switches serve as efficient ratiometric pH-sensitive agents that can be tracked with F NMR/MRI and H NMR. Structural changes induced between pH 3 and 4 lead to signal appearance and disappearance at H and F NMR spectra allowing ratiometric pH measurements. The most pronounc...

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Bibliographic Details
Published in:Analytical chemistry (Washington) 2022-03, Vol.94 (8), p.3427-3431
Main Authors: Janasik, Dawid, Jasiński, Krzysztof, Węglarz, Władysław P, Nemec, Ivan, Jewula, Pawel, Krawczyk, Tomasz
Format: Article
Language:English
Subjects:
Contrast Media - chemistry
Hydrazones - chemistry
Hydrogen-Ion Concentration
Magnetic Resonance Imaging - methods
Magnetic Resonance Spectroscopy
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Summary:Hydrazone-based molecular switches serve as efficient ratiometric pH-sensitive agents that can be tracked with F NMR/MRI and H NMR. Structural changes induced between pH 3 and 4 lead to signal appearance and disappearance at H and F NMR spectra allowing ratiometric pH measurements. The most pronounced are resonances of the CF group shifted by 1.8 ppm with F NMR and a hydrazone proton shifted by 2 ppm with H NMR.
ISSN:0003-2700
1520-6882
DOI:10.1021/acs.analchem.1c04978