Academic Journal
Reaction Mechanisms of H 2 S Oxidation by Naphthoquinones
| العنوان: | Reaction Mechanisms of H 2 S Oxidation by Naphthoquinones |
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| المؤلفون: | Kenneth R. Olson, Kasey J. Clear, Tsuyoshi Takata, Yan Gao, Zhilin Ma, Ella Pfaff, Anthony Travlos, Jennifer Luu, Katherine Wilson, Zachary Joseph, Ian Kyle, Stephen M. Kasko, Prentiss Jones Jr, Jon Fukuto, Ming Xian, Gang Wu, Karl D. Straub |
| المصدر: | Antioxidants, Vol 13, Iss 5, p 619 (2024) |
| بيانات النشر: | MDPI AG |
| سنة النشر: | 2024 |
| المجموعة: | Directory of Open Access Journals: DOAJ Articles |
| مصطلحات موضوعية: | reactive sulfur species, reactive oxygen species, antioxidants, naphthoquinones, Therapeutics. Pharmacology, RM1-950 |
| الوصف: | 1,4-naphthoquinones (NQs) catalytically oxidize H 2 S to per- and polysufides and sulfoxides, reduce oxygen to superoxide and hydrogen peroxide, and can form NQ-SH adducts through Michael addition. Here, we measured oxygen consumption and used sulfur-specific fluorophores, liquid chromatography tandem mass spectrometry (LC-MS/MS), and UV-Vis spectrometry to examine H 2 S oxidation by NQs with various substituent groups. In general, the order of H 2 S oxidization was DCNQ ~ juglone > 1,4-NQ > plumbagin >DMNQ ~ 2-MNQ > menadione, although this order varied somewhat depending on the experimental conditions. DMNQ does not form adducts with GSH or cysteine (Cys), yet it readily oxidizes H 2 S to polysulfides and sulfoxides. This suggests that H 2 S oxidation occurs at the carbonyl moiety and not at the quinoid 2 or 3 carbons, although the latter cannot be ruled out. We found little evidence from oxygen consumption studies or LC-MS/MS that NQs directly oxidize H 2 S 2–4 , and we propose that apparent reactions of NQs with inorganic polysulfides are due to H 2 S impurities in the polysulfides or an equilibrium between H 2 S and H 2 S n . Collectively, NQ oxidation of H 2 S forms a variety of products that include hydropersulfides, hydropolysulfides, sulfenylpolysulfides, sulfite, and thiosulfate, and some of these reactions may proceed until an insoluble S 8 colloid is formed. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| تدمد: | 2076-3921 |
| Relation: | https://www.mdpi.com/2076-3921/13/5/619; https://doaj.org/toc/2076-3921; https://doaj.org/article/b9f3829de87f408da4dfd508b189a2b0 |
| DOI: | 10.3390/antiox13050619 |
| الاتاحة: | https://doi.org/10.3390/antiox13050619 https://doaj.org/article/b9f3829de87f408da4dfd508b189a2b0 |
| رقم الانضمام: | edsbas.EAE428E2 |
| قاعدة البيانات: | BASE |
Full Text Finder | تدمد: | 20763921 |
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| DOI: | 10.3390/antiox13050619 |