A design of fluorescent probes for superoxide based on a nonredox mechanism

Maeda, Hatsuo; Yamamoto, Kayoko; Nomura, Yoko; Kohno, Iho; Hafsi, Leila; Ueda, Noritsugu; Yoshida, Shoko; Fukuda, Masako; Fukuyasu, Yuka; Yamauchi, Yuji; Itoh, Norio

doi:10.1021/ja047018k

Cited by 196Molecular Sensors and Ion DetectionRedox biology and oxidative stressAdvanced Fluorescence Microscopy Techniques

A design of fluorescent probes for superoxide based on a nonredox mechanism

Maeda, Hatsuo, Yamamoto, Kayoko, Nomura, Yoko, Kohno, Iho, Hafsi, Leila, Ueda, Noritsugu, Yoshida, Shoko, Fukuda, Masako +3 more·2005·Journal of the American Chemical Society

DOI 10.1021/ja047018k

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Abstract

Fluorometric detection of O2-* is performed based on desulfonylation of 3 to the corresponding fluoresceins 4 through nucleophilic substitution, and this fluorescing process is quite specific toward O2-* over H2O2, t-BuOOH, NaOCl, 1O2, HO*, NO*, and ONOO-. Furthermore, effects of glutathione, cytochrome P450 reductase/NADPH, and diaphorase/NADH are relatively small on the fluorescing process of probe 3 with X = Y = F, which is useful to detect O2-* released from neutrophils stimulated by phorbol myristate acetate with satisfactory sensitivity.

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Other highly specific fluorescent probes (a) and (b) for detection of O2•− were developed by Maeda's group based on a non-redox mechanism.
“Other highly specific fluorescent probes (a) and (b) for the detection of O2•− were developed by Maeda’s group based on a non-redox mechanism [164].”
From Superoxide Anion Chemistry—Its Role at the Core of the Innate Immunity (2023) · cites this paper as [164]

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Design of a practical fluorescent probe for superoxide based on protection–deprotection chemistry of fluoresceins with benzenesulfonyl protecting groups
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Design of a phosphinate-based fluorescent probe for superoxide detection in mouse peritoneal macrophages
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Fluorescent Probes for Hydrogen Peroxide Based on a Non‐Oxidative Mechanism
Maeda, H., Fukuyasu, Y., Yoshida, S., Fukuda, M., Saeki, K., Matsuno, H., Yamauchi, Y., Yoshida, K., Hirata, K., & Miyamoto, K. (2004) · Angewandte Chemie International Edition · doi:10.1002/anie.200452381 · Cited by 271 · see citing works
Self-citation
Fluorescence Probes for Detection of Reactive Oxygen Species
송다영 (2013)

Authors: Maeda, H., Yamamoto, K., Nomura, Y., Kohno, I., Hafsi, L., Ueda, N., Yoshida, S., Fukuda, M., Fukuyasu, Y., Yamauchi, Y., & Itoh, N.
Affiliations: The University of Osaka (JP)
ORCID: Maeda, Hatsuo
Yamamoto, Kayoko
Yoshida, Shoko
Venue: Journal of the American Chemical Society
Publisher: American Chemical Society (ACS)
Published: 2004-12-09
Volume: 127
Issue: 1
Pages: 68-69
ISSN: 0002-7863 (ISSN-L)
1520-5126
DOI: 10.1021/ja047018k
OpenAlex: W2093809301
Cited by: 196
References: 7
Citations by year: 2025: 4 · 2024: 6 · 2023: 10 · 2022: 4 · 2021: 17 · 2020: 8 · 2019: 19 · 2018: 18 · 2017: 10 · 2016: 10 · 2015: 12 · 2014: 3 · 2013: 19 · 2012: 13
FWCI: 2.07
Type: journal article
Language: en
Open access: closed
Locations: Journal of the American Chemical Society (publishedVersion)
PubMed (publishedVersion)
Topics: Physical Sciences › Chemistry › Spectroscopy › Molecular Sensors and Ion Detection
Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Redox biology and oxidative stress
Life Sciences › Biochemistry, Genetics and Molecular Biology › Biophysics › Advanced Fluorescence Microscopy Techniques
Keywords: superoxide detection, fluorescent probes, desulfonylation, nucleophilic substitution, fluorescein derivatives, phorbol myristate acetate, NADPH-cytochrome P450 reductase, diaphorase
MeSH terms: Benzenesulfonates, Cytochrome P-450 Enzyme System, Fluoresceins, Fluorescent Dyes, Fluorometry, Glutathione, Hydrogen Peroxide, NADP, Oxidation-Reduction, Sulfonic Acids, Superoxides, Superoxide Dismutase, Xanthine Oxidase, Drug Design, Hypoxanthine

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A design of fluorescent probes for superoxide based on a nonredox mechanism

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