Dihydroxy-Substituted Coumarins as Fluorescent Probes for Nanomolar-Level Detection of the 4-Amino-TEMPO Spin Label.

International Journal of Molecular Sciences
Krzysztof ŻamojćLech Chmurzyński

Abstract

This paper reports on dihydroxycoumarins as fluorescent probes suitable for the detection and determination of the nitroxide radical, namely 4-amino-TEMPO. Since 4-amino-TEMPO is used as a spin label for the detection of various radicals and damage caused by these species, its determination under physiological conditions might help us to understand the mechanism of the oxidative stress. Among different coumarins studied, only dihydroxy-substituted derivatives show high sensitivity, specificity, and selectivity for the nitroxide radical. In this assay, dihydroxy-substituted coumarins under the action of 4-amino-TEMPO show a very fast and significant increase in fluorescence intensity and lifetime. Among them 6,7-dihydroxycoumarin (esculetin) exhibits the strongest fluorescence enhancement (up to 40 times), with an estimated limit of detection equal to 16.7 nM-a significantly lower value when compared with UV-Vis or electron paramagnetic resonance (EPR) spectroscopy. The method is characterized by an easy procedure of sample preparation and very short time of analysis. The mechanism of the interaction between 6,7-dihydroxycoumarin and 4-amino-TEMPO has been examined with the use of a series of complementary techniques, such as st...Continue Reading

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Citations

Jan 26, 2020·International Journal of Molecular Sciences·Krzysztof ŻamojćJoanna Makowska
Jan 23, 2021·International Journal of Molecular Sciences·Krzysztof ŻamojćLech Chmurzyński
Mar 12, 2020·Anti-cancer Agents in Medicinal Chemistry·Mükerrem Betül YererKatrin Sak

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Methods Mentioned

BETA
electron paramagnetic resonance
fluorescence imaging
fluorescence
fluorescence spectroscopy
NMR

Software Mentioned

CVEQUID

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