Dissertation
THE APPLICATION OF BENZOTHIAZOLES IN THE DEVELOPMENT OF CHEMICAL TOOLS FOR REACTIVE SULFUR SPECIES
Doctor of Philosophy (PhD), Washington State University
01/2019
Handle:
https://hdl.handle.net/2376/112037
Abstract
Reactive sulfur species (RSS) are important to redox signaling and oxidative stress related to human health and disease states. These species include hydrogen sulfide (H2S), hydrogen polysulfides (HSSnH), and sulfur dioxide (SO2). Additonally, there are related oxidative post translational modifications (ox-PTMs) such as persulfides (RSSH) and disulfides (RSSR) as well as higher oxidation states of sulfur such as sulfenic (RSOH), sulfinic (RSO2H), and sulfonic (RSO3H) acids. RSS related ox-PTMs are very important to maintain redox homeostasis, but are difficult to study due to their level of reactivity and instability. As such, it is vital to provide tools to better understand the fundamental chemistry and chemical biology of RSS and how they effects mammalian physiology. This dissertation will describe the role benzothiazole based molecules have played in providing tools to address these critical issues. First, the role of benzothiazole 2-sulfinate (BTS) as a slow releasing SO2 donor will be demonstrated. Second, how BTS can act as a sulfinic acid transfer reagents as a useful reagent in organic synthesis. Finally, how benzothiazole’s unique reactivity produced the first protocol to selectively sulfinylate cysteine proteins as a generic method to study the ox-PTM’s effect on protein function.
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Details
- Title
- THE APPLICATION OF BENZOTHIAZOLES IN THE DEVELOPMENT OF CHEMICAL TOOLS FOR REACTIVE SULFUR SPECIES
- Creators
- Jacob John Day
- Contributors
- Ming Xian (Advisor)Rock Mancini (Committee Member)Cliff Berkman (Committee Member)Hector Aguilar-Carreno (Committee Member)
- Awarding Institution
- Washington State University
- Academic Unit
- Department of Chemistry
- Theses and Dissertations
- Doctor of Philosophy (PhD), Washington State University
- Number of pages
- 140
- Identifiers
- 99900581617401842
- Language
- English
- Resource Type
- Dissertation