Design of a phosphinate-based fluorescent probe for superoxide detection in mouse peritoneal macrophages
Abstract
3′,6′‐Bis(diphenylphosphinyl)fluorescein (PF‐1) was synthesized as a highly selective and sensitive fluorescent probe for imaging O 2.− in living cells. The design strategy for the probe was based on the nucleophilic mechanism of O 2.− to mediate deprotection of this probe to give fluorescein. Upon reaction with O 2.−, the probe exhibits a strong fluorescence response and high selectivity for O 2.− over other reactive oxygen species and some biological compounds. The phosphinate‐based probe, as a new fluorescent reagent, is cell‐permeable and can detect micromolar changes of O 2.− concentrations by using confocal microscopy in living cells. The unique combination of good selectivity, high sensitivity, good water solubility, and rapid reactivity establishes the potential value of the probe for facilitating investigations of the generation, metabolism, and mechanisms of superoxide‐mediated cellular homeostasis and injury.
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Fluorescent probes (c) and (d) designed by Tang and co-workers function based on the nucleophilic property of O2•− involved in deprotection of diphenylphosphinate residues attached to a fluorescein probe or a naphthofluorescein probe.
“The fluorescent probes (c) and (d) were designed by Tang and co-workers, and their functions are based on the nucleophilic property of O2•− which is involved in the deprotection of the diphenylphosphinate residues attached to the fluorescein probe [166] (c), Figure 67, or the naphthofluorescein probe [167] (d).”
From Superoxide Anion Chemistry—Its Role at the Core of the Innate Immunity (2023) · cites this paper as [166]
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A Small‐Molecule Approach Enables RNA Aptamers to Function as Sensors for Reactive Inorganic Targets
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Cytochrome c‐Based Amperometric Sensors for Superoxide Detection: Where Their Signal Comes From?
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- Authors
- Xu, K., Liu, X., Tang, B., Yang, G., Yang, Y., & An, L.
- Affiliations
- Shandong Normal University (CN)
- Shandong University of Traditional Chinese Medicine (CN)
- Corresponding author
- Xu, Kehua
- Liu, Xia
- Tang, Bo
- Yang, Guiwen
- Yang, Yong
- An, Liguo
- Venue
- Chemistry – A European Journal
- Publisher
- Wiley
- Published
- 2007-01-18
- Volume
- 13
- Issue
- 5
- Pages
- 1411-1416
- ISSN
- 0947-6539 (ISSN-L)
- 1521-3765
- OpenAlex
- W2172088091
- Cited by
- 105
- References
- 21
- Citations by year
- 2026: 2 · 2025: 1 · 2024: 7 · 2023: 7 · 2022: 2 · 2021: 10 · 2020: 4 · 2019: 10 · 2018: 10 · 2017: 4 · 2016: 6 · 2015: 7 · 2014: 1 · 2013: 13 · 2012: 9
- FWCI
- 0.79
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Chemistry - A European Journal (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Spectroscopy › Molecular Sensors and Ion Detection
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Biophysics › Advanced Fluorescence Microscopy Techniques
- Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
- Keywords
- superoxide detection, fluorescent probes, reactive oxygen species, cell-permeable probes, mouse peritoneal macrophages, confocal microscopy imaging, oxidative stress
- MeSH terms
- Animals, Cell Line, Fluoresceins, Fluorescent Dyes, Homeostasis, Oxygen, Phosphinic Acids, Sensitivity and Specificity, Spectrometry, Fluorescence, Superoxides, Time Factors, Reactive Oxygen Species, Macrophages, Peritoneal, Mice
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