The DOI matches its Crossref record; 34 of the 34 references it cites were found in a registry or an index.
Activity of thiols as singlet molecular oxygen quenchers
Abstract
Singlet molecular oxygen O2(1 delta g) arising from the thermodissociation of the endoperoxide of 3,3'-(1,4-naphthylidene) dipropionate (NDPO2) was used to assess the quenching ability of various thiols and related compounds in sodium phosphate buffer in D2O at 37 degrees C. The overall quenching ability decreases in the sequence ergothioneine, methionine, cysteine, beta,beta-dimethyl cysteine (penicillamine), mercaptopropionylglycine, mesna, glutathione (GSH), dithiothreitol, N-acetyl cysteine and captopril. Cystine, glutathione disulphide, dimesna, methionine sulphone and methionine sulphoxide have no quenching effect. Comparison of the rate constants for physical (kq) with chemical (kr) quenching by thiols indicates that chemical reactivity accounts fully for their ability to quench O2(1 delta g), and pD dependence indicates that the thiolate anion reacts with O2(1 delta g). Loss of thiol groups, as exemplified by GSH, is not affected by the free radical scavengers superoxide dismutase and mannitol. However, sodium azide, a scavenger of O2(1 delta g), completely prevents NDPO2-induced thiol depletion. Depletion of GSH by NDPO2 is accompanied by the formation of its disulphide, sulphinate, sulphonate, sulphoxide and other products.
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“Although the literature is somewhat scattered and heterogeneous, it seems clear that as well as hydroxyl radicals(228–232), ERG can also react with and detoxify, or prevent the formation of, singlet oxygen(233–242), ozone(243), superoxide(231,241,244–246), peroxide(32,124,247,248), hypochlorite(32,232,249) and peroxynitrite(224,231,250,251).”
From The biology of ergothioneine, an antioxidant nutraceutical (2020) · cites this paper as [234]
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Meister, A., & Anderson, M. E. (1983) · Annual Review of Biochemistry · doi:10.1146/annurev.bi.52.070183.003431 · Cited by 5,694
MORON, M., DePierre, J. W., & Mannervik, B. (1979) · Biochimica et Biophysica Acta (BBA) - General Subjects · doi:10.1016/0304-4165(79)90289-7 · Cited by 4,251
Lycopene as the most efficient biological carotenoid singlet oxygen quencher
Mascio, P. D., Kaiser, S., & Sies, H. (1989) · Archives of Biochemistry and Biophysics · doi:10.1016/0003-9861(89)90467-0 · Cited by 2,238
Self-citationBiochemistry of Oxidative Stress
Sies, H. (1986) · Angewandte Chemie International Edition in English · doi:10.1002/anie.198610581 · Cited by 1,316
Self-citationReed, D. J., Babson, J. R., Beatty, P. W., Brodie, A. E., Ellis, W. W., & Potter, D. W. (1980) · Analytical Biochemistry · doi:10.1016/0003-2697(80)90118-9 · Cited by 1,178
Chemistry of singlet oxygen. X. Carotenoid quenching parallels biological protection
Foote, C. S., Chang, Y. C., & Denny, R. W. (1970) · Journal of the American Chemical Society · doi:10.1021/ja00720a036 · Cited by 418
Solvent Deuterium Isotope Effects on Acid-Base Equilibria
Salomaa, P., Schaleger, L. L., & Long, F. A. (1964) · Journal of the American Chemical Society · doi:10.1021/ja01055a001 · Cited by 300
Singlet oxygen production by biological systems
Kanofsky, J. R. (1989) · Chemico-Biological Interactions · doi:10.1016/0009-2797(89)90059-8 · Cited by 259
Wefers, H., & Sies, H. (1983) · European Journal of Biochemistry · doi:10.1111/j.1432-1033.1983.tb07791.x · Cited by 229
Self-citation[59] Glutathione disulfide (GSSG) efflux from cells and tissues
Sies, H., & Akerboom, T. P. M. (1984) · Methods in enzymology on CD-ROM/Methods in enzymology · doi:10.1016/s0076-6879(84)05062-x · Cited by 197
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Glutathione and its role in cellular functions
Sies, H. (1999) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(99)00177-x · Cited by 1,735
Self-citationVatansever, F., Melo, W., Avci, P., Vecchio, D., Sadasivam, M., Gupta, A., Chandran, R., Karimi, M., Parizotto, N. A., Yin, R., et al. (2013) · FEMS Microbiology Reviews · doi:10.1111/1574-6976.12026 · Cited by 1,157
Vitamins E and C, beta-carotene, and other carotenoids as antioxidants
Sies, H., & Stahl, W. (1995) · American Journal of Clinical Nutrition · doi:10.1093/ajcn/62.6.1315s · Cited by 1,081
Self-citationAntioxidant Functions of Vitamins
Sies, H., Stahl, W., & Sundquist, A. R. (1992) · Annals of the New York Academy of Sciences · doi:10.1111/j.1749-6632.1992.tb17085.x · Cited by 827
Self-citationAntioxidant defense systems: the role of carotenoids, tocopherols, and thiols
Mascio, P. D., Murphy, M., & Sies, H. (1991) · American Journal of Clinical Nutrition · doi:10.1093/ajcn/53.1.194s · Cited by 776
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Metadata
- Authors
- Devasagayam, T. P. A., Sundquist, A. R., Di Mascio, P., Kaiser, S., & Sies, H.
- Affiliations
- Heinrich Heine University Düsseldorf (DE)
- Corresponding author
- Sies, Helmut
- ORCID
- Sies, Helmut
- Venue
- Journal of Photochemistry and Photobiology B: Biology
- Publisher
- Elsevier BV
- Published
- 1991-04
- Volume
- 9
- Issue
- 1
- Pages
- 105-116
- ISSN
- 1011-1344 (ISSN-L)
- OpenAlex
- W1997822338
- Cited by
- 175
- References
- 34
- Citations by year
- 2026: 4 · 2025: 6 · 2024: 5 · 2023: 4 · 2022: 3 · 2021: 8 · 2020: 9 · 2019: 6 · 2018: 7 · 2017: 3 · 2016: 7 · 2015: 7 · 2014: 10 · 2013: 6 · 2012: 6
- FWCI
- 2.03
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of Photochemistry and Photobiology B Biology (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Redox biology and oxidative stress
- Physical Sciences › Chemistry › Organic Chemistry › Free Radicals and Antioxidants
- Health Sciences › Medicine › Biochemistry (medical) › Antioxidant Activity and Oxidative Stress
- Keywords
- singlet oxygen, glutathione depletion, glutathione disulfide, chemical quenching, physical quenching, thiolate anion, sodium azide, superoxide dismutase, mannitol, mesna, N-acetylcysteine, cysteine, methionine, ergothioneine, D-penicillamine, dithiothreitol, captopril
- MeSH terms
- Glutathione, Oxidation-Reduction, Oxygen, Photochemistry, Sulfhydryl Compounds, Singlet Oxygen
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