A highly sensitive, fast responsive and reversible naphthalimide-based fluorescent probe for hypochlorous acid and ascorbic acid in aqueous solution and living cells

[Display omitted] •A novel fluorescent probe NAP-OH for HClO/ClO– with fast response (<8 s) and low detection limit (10.3 nM) was synthesized.•NAP-OH shows a reversible on-off-on fluorescence response to HClO/ascorbic acid.•Real-time imaging experiments of HClO/ascorbic acid in Hela and RAW 264.7...

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Published inSpectrochimica acta. Part A, Molecular and biomolecular spectroscopy Vol. 247; p. 119138
Main Authors He, Menglu, Sun, Hao, Wei, Jianhua, Zhang, Ran, Han, Xiang'en, Ni, Zhonghai
Format Journal Article
LanguageEnglish
Published England Elsevier B.V 15.02.2021
Subjects
Animals
Ascorbic Acid
Bioimaging
Colorimetry
Fluorescent Dyes
HClO/AA detection
Humans
Hypochlorous Acid
Naphthalimide
Naphthalimides
Reversible fluorescent probe
HClO/AA detection
Bioimaging
Naphthalimide
Reversible fluorescent probe
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Summary:[Display omitted] •A novel fluorescent probe NAP-OH for HClO/ClO– with fast response (<8 s) and low detection limit (10.3 nM) was synthesized.•NAP-OH shows a reversible on-off-on fluorescence response to HClO/ascorbic acid.•Real-time imaging experiments of HClO/ascorbic acid in Hela and RAW 264.7 cells confirmed the practical value of NAP-OH. It is very important to exploit real-time, ultrasensitive and specific visualization detection methods for hypochlorous acid/hypochlorite (HOCl/ClO–) in biological systems as they are the guardians of the human immune system against pathogens invasion. In our work, we designed a novel reversible naphthalimide-based fluorescent probe NAP-OH to recognize HClO/ClO– with a unique selective colorimetric and fluorescent response, a short response time (<8 s) and a high sensitivity (10.3 nM). In addition, NAP-OH exhibits a novel on-off-on fluorescence response to ClO–/ascorbic acid (AA) with good cycle stability. The fluorescence signal is quenched because HClO/ClO– oxidizes the subunit of NAP-OH to the segment 2,2,6,6-tetramethyl-1-oxo-piperidinium in NAP-O, which can be reduced by AA with the recovery of fluorescence. Finally, the confocal fluorescence imaging has been performed, which proves that NAP-OH can satisfactorily monitor intracellular endogenous and exogenous HClO/AA redox cycles.
ISSN:1386-1425
1873-3557
DOI:10.1016/j.saa.2020.119138