A Redox-Switchable Colorimetric Probe for “Naked-Eye” Detection of Hypochlorous Acid and Glutathione
Open accessAbstract
We report the development of a new colorimetric probe (L-ol) for investigations of the redox process regulated by hypochlorous acid (HOCl) and glutathione (GSH). The HOCl/GSH redox-switching cycle process was investigated in detail by UV-vis absorption spectroscopy, colorimetric analysis assay and high-resolution mass spectrometry (HRMS). The switchable absorbance responses were attributed to the HOCl-induced oxidation of the p-methoxyphenol unit to the benzoquinone derivative (L-one) and sequential reduction of L-one to hydroquinone (L-ol’) by GSH. In phosphate-buffered saline (PBS) buffer, the absorbance of L-ol at 619 nm underwent a remarkable bathochromic-shift, accompanied by a color change from pale yellow to blue in the presence of HOCl. With further addition of GSH, the absorbance of L-one exclusively recovered to the original level. Meanwhile, the blue-colored solution returned to the naive pale yellow color in the presence of GSH. The detection limits for HOCl and GSH were calculated to be 6.3 and 96 nM according to the IUPAC criteria. Furthermore, L-ol-loaded chromatography plates have been prepared and successfully applied to visualize and quantitatively analyze HOCl in several natural waters.
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The oxidant couple HOCl/OCl− is an endogenous microbicidal agent.
“The oxidant couple HOCl/OCl− is an endogenous microbicidal agent [158].”
From The Role of Reactive Species on Innate Immunity (2022) · cites this paper as [158]
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Cites
Mitochondria, Oxidants, and Aging
Balaban, R. S., Nemoto, S., & Finkel, T. (2005) · Cell · doi:10.1016/j.cell.2005.02.001 · Cited by 4,388 · see citing works
Nordberg, J., & Arnér, E. S. J. (2001) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(01)00724-9 · Cited by 2,671 · see citing works
Glutathione: overview of its protective roles, measurement, and biosynthesis
Forman, H. J., Zhang, H., & Rinna, A. (2009) · Molecular Aspects of Medicine · doi:10.1016/j.mam.2008.08.006 · Cited by 2,636 · see citing works
Reconciling the chemistry and biology of reactive oxygen species
Winterbourn, C. C. (2008) · Nature Chemical Biology · doi:10.1038/nchembio.85 · Cited by 2,504 · see citing works
Setsukinai, K.-I., Urano, Y., Kakinuma, K., Majima, H. J., & Nagano, T. (2003) · Journal of Biological Chemistry · doi:10.1074/jbc.m209264200 · Cited by 1,301 · see citing works
Free Radicals and Inflammation: Protection of Synovial Fluid by Superoxide Dismutase
McCord, J. M. (1974) · Science · doi:10.1126/science.185.4150.529 · Cited by 1,108 · see citing works
Mitochondrial Glutathione, a Key Survival Antioxidant
Marı́, M., Morales, A., Colell, A., García‐Ruiz, C., & Fernández-Checa, J. C. (2009) · Antioxidants and Redox Signaling · doi:10.1089/ars.2009.2695 · Cited by 986 · see citing works
Reactive Oxygen Species: A Breath of Life or Death?
Fruehauf, J. P., & Meyskens, F. L. (2007) · Clinical Cancer Research · doi:10.1158/1078-0432.ccr-06-2082 · Cited by 908 · see citing works
Imaging Dynamic Redox Changes in Mammalian Cells with Green Fluorescent Protein Indicators
Dooley, C. T., Dore, T. M., Hanson, G. T., Jackson, W. C., Remington, S. J., & Tsien, R. Y. (2004) · Journal of Biological Chemistry · doi:10.1074/jbc.m312847200 · Cited by 776 · see citing works
Zheng, L., Nukuna, B. N., Brennan, M., Sun, M., Goormastic, M., Settle, M., Schmitt, D., Fu, X., Thomson, L., Fox, P. L., et al. (2004) · Journal of Clinical Investigation · doi:10.1172/jci21109 · Cited by 735 · see citing works
Yu, F., Li, P., Wang, B., & Han, K. (2013) · Journal of the American Chemical Society · doi:10.1021/ja401360a · Cited by 621 · see citing works
Myeloperoxidase-generated oxidants and atherosclerosis
Podrez, E. A., Abu‐Soud, H. M., & Hazen, S. L. (2000) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(00)00229-x · Cited by 605 · see citing works
Zhu, H., Fan, J., Wang, J., Mu, H., & Peng, X. (2014) · Journal of the American Chemical Society · doi:10.1021/ja505988g · Cited by 517 · see citing works
Redox-Responsive Fluorescent Probes with Different Design Strategies
Lou, Z., Li, P., & Han, K. (2015) · Accounts of Chemical Research · doi:10.1021/acs.accounts.5b00009 · Cited by 498 · see citing works
Kenmoku, S., Urano, Y., Kojima, H., & Nagano, T. (2007) · Journal of the American Chemical Society · doi:10.1021/ja068740g · Cited by 462 · see citing works
Bleach Activates a Redox-Regulated Chaperone by Oxidative Protein Unfolding
Winter, J., Ilbert, M., Graf, P. C. F., Özcelik, D., & Jakob, U. (2008) · Cell · doi:10.1016/j.cell.2008.09.024 · Cited by 392 · see citing works
Biomarkers of myeloperoxidase-derived hypochlorous acid
Winterbourn, C. C., & Kettle, A. J. (2000) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(00)00204-5 · Cited by 390 · see citing works
A Highly Specific BODIPY-Based Fluorescent Probe for the Detection of Hypochlorous Acid
Sun, Z.-N., Liu, F., Chen, Y., Tam, P. K. H., & Yang, D. (2008) · Organic Letters · doi:10.1021/ol800507m · Cited by 341 · see citing works
Pattison, D. I., & Davies, M. J. (2006) · Biochemistry · doi:10.1021/bi060348s · Cited by 338 · see citing works
Prokopowicz, Z. M., Vargas, F. A., Biedroń, R., Chiang, C. L.-L., Ciszek‐Lenda, M., Katz, D. R., Nowakowska, M., Zapotoczny, S., Marcinkiewicz, J., & Chain, B. (2009) · The Journal of Immunology · doi:10.4049/jimmunol.0902606 · Cited by 324 · see citing works
Hu, J. J., Wong, N.-K., Ye, S., Chen, X., Lu, M.-Y., Zhao, A. Q., Guo, Y., Chun‐Hang, A., Leung, A. Y. H., Shen, J., et al. (2015) · Journal of the American Chemical Society · doi:10.1021/jacs.5b01881 · Cited by 280 · see citing works
Bioanalytical methods for hypochlorous acid detection: Recent advances and challenges
Zhang, R., Song, B., & Yuan, J. (2017) · TrAC Trends in Analytical Chemistry · doi:10.1016/j.trac.2017.11.015 · Cited by 276 · see citing works
Self-citationHypochlorous Acid Turn-on Fluorescent Probe Based on Oxidation of Diphenyl Selenide
Liu, S.-R., & Wu, S. (2013) · Organic Letters · doi:10.1021/ol400011u · Cited by 239 · see citing works
Lysosomal-Targeted Two-Photon Fluorescent Probe to Sense Hypochlorous Acid in Live Cells
Zhang, B., Yang, X., Zhang, R., Liu, Y., Ren, X., Xian, M., Ye, Y., & Zhao, Y. (2017) · Analytical Chemistry · doi:10.1021/acs.analchem.7b02361 · Cited by 227 · see citing works
Self-citationLou, Z., Li, P., Pan, Q., & Han, K. (2013) · Chemical Communications · doi:10.1039/c3cc39269d · Cited by 216 · see citing works
Glutathione in Health and Disease: Pharmacotherapeutic Issues
Lomaestro, B. M., & Malone, M. (1995) · Annals of Pharmacotherapy · doi:10.1177/106002809502901213 · Cited by 209 · see citing works
Mitochondrial glutathione: Features, regulation and role in disease
Marı́, M., Morales, A., Colell, A., García‐Ruiz, C., Kaplowitz, N., & Fernández-Checa, J. C. (2012) · Biochimica et Biophysica Acta (BBA) - General Subjects · doi:10.1016/j.bbagen.2012.10.018 · Cited by 205 · see citing works
Redox outside the Box: Linking Extracellular Redox Remodeling with Intracellular Redox Metabolism
Banerjee, R. V. (2011) · Journal of Biological Chemistry · doi:10.1074/jbc.r111.287995 · Cited by 204 · see citing works
Redox control of cell proliferation
Chiu, J., & Dawes, I. W. (2012) · Trends in Cell Biology · doi:10.1016/j.tcb.2012.08.002 · Cited by 193 · see citing works
Hu, J. J., Wong, N.-K., Gu, Q., Bai, X., Ye, S., & Yang, D. (2014) · Organic Letters · doi:10.1021/ol501496n · Cited by 186 · see citing works
Recent progress in chromogenic and fluorogenic chemosensors for hypochlorous acid
Yue, Y., Huo, F., Yin, C., Escobedo, J. O., & Strongin, R. M. (2016) · The Analyst · doi:10.1039/c6an00158k · Cited by 186 · see citing works
Jiang, X., Yu, Y., Chen, J., Zhao, M., Chen, H., Song, X., Matzuk, A. J., Carroll, S. L., Tan, X., Sizovs, A., et al. (2014) · ACS Chemical Biology · doi:10.1021/cb500986w · Cited by 185 · see citing works
Feng, H., Zhang, Z., Meng, Q., Jia, H., Wang, Y., & Zhang, R. (2018) · Advanced Science · doi:10.1002/advs.201800397 · Cited by 168 · see citing works
Self-citationFacilemeso-BODIPY Annulation and Selective Sensing of Hypochlorite in Water
Manjare, S. T., Kim, J., Lee, Y., & Churchill, D. G. (2013) · Organic Letters · doi:10.1021/ol403405n · Cited by 164 · see citing works
Wang, B., Li, P., Yu, F., Chen, J., Qu, Z., & Han, K. (2013) · Chemical Communications · doi:10.1039/c3cc42313a · Cited by 149 · see citing works
Reversible two-photon fluorescent probe for imaging of hypochlorous acid in live cells and in vivo
Zhang, W., Liu, W., Li, P., kang, J., Wang, J., Wang, H., & Tang, B. (2015) · Chemical Communications · doi:10.1039/c5cc02537k · Cited by 135 · see citing works
Xiao, Y., Zhang, R., Ye, Z., Dai, Z., An, H., & Yuan, J. (2012) · Analytical Chemistry · doi:10.1021/ac3028189 · Cited by 132 · see citing works
Self-citationXu, K., Chen, H., Tian, J., Ding, B., Xie, Y., Qiang, M., & Tang, B. (2011) · Chemical Communications · doi:10.1039/c1cc12994e · Cited by 117 · see citing works
Zhang, R., Ye, Z., Wang, G., Zhang, W., & Yuan, J. (2010) · Chemistry - A European Journal · doi:10.1002/chem.200903267 · Cited by 108 · see citing works
Self-citationLou, Z., Li, P., Sun, X., Yang, S., Wang, B., & Han, K. (2012) · Chemical Communications · doi:10.1039/c2cc36839k · Cited by 108 · see citing works
A turn-on fluorescent probe for hypochlorous acid based on the oxidation of diphenyl telluride
Venkatesan, P., & Wu, S. (2014) · The Analyst · doi:10.1039/c4an02116a · Cited by 81 · see citing works
Zhang, W., Guo, C., Liu, L., Qin, J., & Yang, C. (2011) · Organic & Biomolecular Chemistry · doi:10.1039/c1ob05550j · Cited by 77 · see citing works
Zhou, F., Sultanbawa, Y. F., Feng, H., Wang, Y., Meng, Q., Wang, Y., Zhang, Z., & Zhang, R. (2019) · Journal of Agricultural and Food Chemistry · doi:10.1021/acs.jafc.8b07110 · Cited by 76 · see citing works
Self-citationCui, K., Zhang, D., Zhang, G., & Zhu, D. (2010) · Tetrahedron Letters · doi:10.1016/j.tetlet.2010.09.041 · Cited by 72 · see citing works
Liu, F., Gao, Y., Wang, J., & Sun, S. (2014) · The Analyst · doi:10.1039/c4an00331d · Cited by 68 · see citing works
Wang, Q., Liu, C., Chang, J., Lu, Y., He, S., Zhao, L., & Zeng, X. (2013) · Dyes and Pigments · doi:10.1016/j.dyepig.2013.06.019 · Cited by 65 · see citing works
Lv, J., Wang, F., Wei, T., & Chen, X. (2017) · Industrial & Engineering Chemistry Research · doi:10.1021/acs.iecr.7b00381 · Cited by 65 · see citing works
Zuo, Y., Zhang, Y., Dong, B., Gou, Z., Yang, T., & Lin, W. (2019) · Analytical Chemistry · doi:10.1021/acs.analchem.8b05465 · Cited by 57 · see citing works
Kinetics of 3-Chlorotyrosine Formation and Loss due to Hypochlorous Acid and Chloramines
Curtis, M. P., Hicks, A. J., & Neidigh, J. W. (2011) · Chemical Research in Toxicology · doi:10.1021/tx100380d · Cited by 43 · see citing works
Wang, C., Ji, H., Li, M., Cai, L., Wang, Z., Li, Q., & Li, Z. (2016) · Faraday Discussions · doi:10.1039/c6fd00168h · Cited by 42 · see citing works
Soni, D., Gangada, S., Duvva, N., Roy, T. K., Nimesh, S., Arya, G., Giribabu, L., & Chitta, R. K. (2017) · New Journal of Chemistry · doi:10.1039/c7nj00516d · Cited by 41 · see citing works
Lv, X., ., X. Y., Wang, Y., & Guo, W. (2018) · New Journal of Chemistry · doi:10.1039/c8nj03208d · Cited by 38 · see citing works
Self-citationFeng, H., Meng, Q., Wang, Y., Duan, C., Wang, C., Jia, H., Zhang, Z., & Zhang, R. (2018) · Chemistry - An Asian Journal · doi:10.1002/asia.201800957 · Cited by 33 · see citing works
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Winterbourn, C. C., & Kettle, A. J. (2001) · Elsevier eBooks · doi:10.1016/b978-0-444-50957-4.50027-2 · Cited by 14 · see citing works
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- Authors
- Han, Q., Zhou, F., Wang, Y., Feng, H., Meng, Q., Zhang, Z., & Zhang, R.
- Affiliations
- University of Science and Technology Liaoning (CN)
- Corresponding author
- Meng, Qingtao
- Zhang, Zhiqiang
- Zhang, Run
- Venue
- Molecules
- Publisher
- MDPI AG
- Published
- 2019-07-04
- Volume
- 24
- Issue
- 13
- Pages
- 2455
- ISSN
- 1420-3049 (ISSN-L)
- PMC
- PMC6651190
- OpenAlex
- W2954647009
- Cited by
- 23
- References
- 54
- Citations by year
- 2026: 2 · 2025: 3 · 2024: 4 · 2023: 1 · 2022: 4 · 2021: 4 · 2020: 4 · 2018: 1
- FWCI
- 1.20
- Type
- journal article
- Language
- en
- Open access
- gold
- dx.doi.org
- Licence
- Locations
- Molecules (publishedVersion, cc-by)
- PubMed Central (publishedVersion, cc-by)
- PubMed (publishedVersion)
- DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion)
- Funders
- National Natural Science Foundation of China (21601076)
- Australian Research Council (DE170100092)
- Talent Program-Outstanding Youth Science Project, Liaoning (XLYC1807199)
- Topics
- Physical Sciences › Chemistry › Spectroscopy › Molecular Sensors and Ion Detection
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Biochemistry › Sulfur Compounds in Biology
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Redox biology and oxidative stress
- Keywords
- hypochlorous acid detection, glutathione detection, benzoquinone, hydroquinone reduction, bathochromic shift, naked-eye detection, natural water analysis
- MeSH terms
- Color, Colorimetry, Glutathione, Hydroquinones, Hypochlorous Acid, Oxidation-Reduction, Spectrophotometry, Ultraviolet, Time Factors, Water, Molecular Probes, Benzoquinones
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