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A New Coumarin-Acridone Compound as a Fluorescence Probe for Fe(3+) and Its Application in Living Cells and Zebrafish

A new coumarin-acridone fluorescent probe S was designed and synthesized, and the structure was confirmed with (1)H/(13)C NMR spectrometry, single-crystal X-ray diffraction, and high-resolution mass spectrometry. This probe has high sensitivity and selectivity for Fe(3+) over other testing metal ion...

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Autores principales: Huang, Jiayong, Yan, Zhenshuo, Qiu, Peiling, Mo, Yufeng, Cao, Qizhen, Li, Qiuhong, Huo, Lini, Zhao, Lichun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8067698/
https://www.ncbi.nlm.nih.gov/pubmed/33917054
http://dx.doi.org/10.3390/molecules26082115
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author Huang, Jiayong
Yan, Zhenshuo
Qiu, Peiling
Mo, Yufeng
Cao, Qizhen
Li, Qiuhong
Huo, Lini
Zhao, Lichun
author_facet Huang, Jiayong
Yan, Zhenshuo
Qiu, Peiling
Mo, Yufeng
Cao, Qizhen
Li, Qiuhong
Huo, Lini
Zhao, Lichun
author_sort Huang, Jiayong
collection PubMed
description A new coumarin-acridone fluorescent probe S was designed and synthesized, and the structure was confirmed with (1)H/(13)C NMR spectrometry, single-crystal X-ray diffraction, and high-resolution mass spectrometry. This probe has high sensitivity and selectivity for Fe(3+) over other testing metal ions at 420 or 436 nm in acetonitrile–MOPS (3-Morpholinopropanesulfonic Acid) buffer solution (20.0 μM, pH = 6.9, 8:2 (v/v)). Under physiological conditions, the probe displayed satisfying time stability with a detection limit of 1.77 µM. In addition, probe S was successfully used to detect intracellular iron changes through a fluorescence-off mode, and the imaging results of cells and zebrafish confirmed their low cytotoxicity and satisfactory cell membrane permeability, as well as their potential biological applications.
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spelling pubmed-80676982021-04-25 A New Coumarin-Acridone Compound as a Fluorescence Probe for Fe(3+) and Its Application in Living Cells and Zebrafish Huang, Jiayong Yan, Zhenshuo Qiu, Peiling Mo, Yufeng Cao, Qizhen Li, Qiuhong Huo, Lini Zhao, Lichun Molecules Article A new coumarin-acridone fluorescent probe S was designed and synthesized, and the structure was confirmed with (1)H/(13)C NMR spectrometry, single-crystal X-ray diffraction, and high-resolution mass spectrometry. This probe has high sensitivity and selectivity for Fe(3+) over other testing metal ions at 420 or 436 nm in acetonitrile–MOPS (3-Morpholinopropanesulfonic Acid) buffer solution (20.0 μM, pH = 6.9, 8:2 (v/v)). Under physiological conditions, the probe displayed satisfying time stability with a detection limit of 1.77 µM. In addition, probe S was successfully used to detect intracellular iron changes through a fluorescence-off mode, and the imaging results of cells and zebrafish confirmed their low cytotoxicity and satisfactory cell membrane permeability, as well as their potential biological applications. MDPI 2021-04-07 /pmc/articles/PMC8067698/ /pubmed/33917054 http://dx.doi.org/10.3390/molecules26082115 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Huang, Jiayong
Yan, Zhenshuo
Qiu, Peiling
Mo, Yufeng
Cao, Qizhen
Li, Qiuhong
Huo, Lini
Zhao, Lichun
A New Coumarin-Acridone Compound as a Fluorescence Probe for Fe(3+) and Its Application in Living Cells and Zebrafish
title A New Coumarin-Acridone Compound as a Fluorescence Probe for Fe(3+) and Its Application in Living Cells and Zebrafish
title_full A New Coumarin-Acridone Compound as a Fluorescence Probe for Fe(3+) and Its Application in Living Cells and Zebrafish
title_fullStr A New Coumarin-Acridone Compound as a Fluorescence Probe for Fe(3+) and Its Application in Living Cells and Zebrafish
title_full_unstemmed A New Coumarin-Acridone Compound as a Fluorescence Probe for Fe(3+) and Its Application in Living Cells and Zebrafish
title_short A New Coumarin-Acridone Compound as a Fluorescence Probe for Fe(3+) and Its Application in Living Cells and Zebrafish
title_sort new coumarin-acridone compound as a fluorescence probe for fe(3+) and its application in living cells and zebrafish
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8067698/
https://www.ncbi.nlm.nih.gov/pubmed/33917054
http://dx.doi.org/10.3390/molecules26082115
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