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

Dawid Janasik; Krzysztof Jasiński; Władysław P. Węglarz; Ivan Nemec; Pawel Jewula; Tomasz Krawczyk

doi:10.1021/acs.analchem.1c04978

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

Dawid Janasik
, Krzysztof Jasiński
, Władysław P. Węglarz
, Ivan Nemec
, Pawel Jewula
, Tomasz Krawczyk

Institute of Nuclear Physics PAN
Central European Institute of Technology Brno University of Technology
Palacký University Olomouc

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

Hydrazone-based molecular switches serve as efficient ratiometric pH-sensitive agents that can be tracked with ¹⁹F NMR/MRI and ¹H NMR. Structural changes induced between pH 3 and 4 lead to signal appearance and disappearance at ¹H and ¹⁹F NMR spectra allowing ratiometric pH measurements. The most pronounced are resonances of the CF₃ group shifted by 1.8 ppm with ¹⁹F NMR and a hydrazone proton shifted by 2 ppm with ¹H NMR.

Original language	English
Pages (from-to)	3427-3431
Number of pages	5
Journal	Analytical Chemistry
Volume	94
Issue number	8
DOIs	https://doi.org/10.1021/acs.analchem.1c04978
Publication status	Published - 1 Mar 2022

ASJC Scopus subject areas

Analytical Chemistry

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10.1021/acs.analchem.1c04978

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@article{5b8d0b538095446898843d4b6e47ed14,

title = "Ratiometric pH-Responsive 19F Magnetic Resonance Imaging Contrast Agents Based on Hydrazone Switches",

abstract = "Hydrazone-based molecular switches serve as efficient ratiometric pH-sensitive agents that can be tracked with 19F NMR/MRI and 1H NMR. Structural changes induced between pH 3 and 4 lead to signal appearance and disappearance at 1H and 19F NMR spectra allowing ratiometric pH measurements. The most pronounced are resonances of the CF3 group shifted by 1.8 ppm with 19F NMR and a hydrazone proton shifted by 2 ppm with 1H NMR.",

author = "Dawid Janasik and Krzysztof Jasi{\'n}ski and W{\c e}glarz, \{W{\l}adys{\l}aw P.\} and Ivan Nemec and Pawel Jewula and Tomasz Krawczyk",

note = "Publisher Copyright: {\textcopyright} 2022 The Authors. Published by American Chemical Society",

year = "2022",

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doi = "10.1021/acs.analchem.1c04978",

language = "English",

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T1 - Ratiometric pH-Responsive 19F Magnetic Resonance Imaging Contrast Agents Based on Hydrazone Switches

AU - Janasik, Dawid

AU - Jasiński, Krzysztof

AU - Węglarz, Władysław P.

AU - Nemec, Ivan

AU - Jewula, Pawel

AU - Krawczyk, Tomasz

PY - 2022/3/1

Y1 - 2022/3/1

N2 - Hydrazone-based molecular switches serve as efficient ratiometric pH-sensitive agents that can be tracked with 19F NMR/MRI and 1H NMR. Structural changes induced between pH 3 and 4 lead to signal appearance and disappearance at 1H and 19F NMR spectra allowing ratiometric pH measurements. The most pronounced are resonances of the CF3 group shifted by 1.8 ppm with 19F NMR and a hydrazone proton shifted by 2 ppm with 1H NMR.

AB - Hydrazone-based molecular switches serve as efficient ratiometric pH-sensitive agents that can be tracked with 19F NMR/MRI and 1H NMR. Structural changes induced between pH 3 and 4 lead to signal appearance and disappearance at 1H and 19F NMR spectra allowing ratiometric pH measurements. The most pronounced are resonances of the CF3 group shifted by 1.8 ppm with 19F NMR and a hydrazone proton shifted by 2 ppm with 1H NMR.

UR - https://www.scopus.com/pages/publications/85125295674

U2 - 10.1021/acs.analchem.1c04978

DO - 10.1021/acs.analchem.1c04978

M3 - Article

AN - SCOPUS:85125295674

SN - 0003-2700

VL - 94

SP - 3427

EP - 3431

JO - Analytical Chemistry

JF - Analytical Chemistry

IS - 8

ER -

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

Abstract

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