Thioglucose-derived tetrasulfide, a unique polysulfide model compound
Polysulfides have received increased interest in redox biology due to their role as the precursors of H2S and persulfides. However, the compounds that are suitable for biological investigations are limited to cysteine- and glutathione-derived polysulfides. In this work, we report the preparation and...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2024-04-01
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| Series: | Redox Biology |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2213231724000211 |
| _version_ | 1797300337152884736 |
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| author | Stephen Lindahl Meg Shieh Tianli Zhang Chunyu Guo Jerome R. Robinson Tomohiro Sawa Ming Xian |
| author_facet | Stephen Lindahl Meg Shieh Tianli Zhang Chunyu Guo Jerome R. Robinson Tomohiro Sawa Ming Xian |
| author_sort | Stephen Lindahl |
| collection | DOAJ |
| description | Polysulfides have received increased interest in redox biology due to their role as the precursors of H2S and persulfides. However, the compounds that are suitable for biological investigations are limited to cysteine- and glutathione-derived polysulfides. In this work, we report the preparation and evaluation of a novel polysulfide derived from thioglucose, which represents the first carbohydrate-based polysulfide. This compound, thioglucose tetrasulfide (TGS4), showed excellent stability and water solubility. H2S and persulfide production from TGS4, as well as its associated antioxidative property were also demonstrated. Additionally, TGS4 was demonstrated to significantly induce cellular sulfane sulfur level increase, in particular for the formation of hydropersulfides/trisulfides. These results suggest that TGS4 is a useful tool for polysulfide research. |
| first_indexed | 2024-03-07T23:05:48Z |
| format | Article |
| id | doaj.art-1f7d911ecf2242d9931cb7e2b5003850 |
| institution | Directory Open Access Journal |
| issn | 2213-2317 |
| language | English |
| last_indexed | 2024-03-07T23:05:48Z |
| publishDate | 2024-04-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Redox Biology |
| spelling | doaj.art-1f7d911ecf2242d9931cb7e2b50038502024-02-22T04:52:16ZengElsevierRedox Biology2213-23172024-04-0170103045Thioglucose-derived tetrasulfide, a unique polysulfide model compoundStephen Lindahl0Meg Shieh1Tianli Zhang2Chunyu Guo3Jerome R. Robinson4Tomohiro Sawa5Ming Xian6Department of Chemistry, Brown University, Providence, RI, 02912, USADepartment of Chemistry, Brown University, Providence, RI, 02912, USADepartment of Microbiology, Graduate School of Medical Sciences, Kumamoto University, Honjo 1-1-1, Chuo-ku, Kumamoto, JapanDepartment of Microbiology, Graduate School of Medical Sciences, Kumamoto University, Honjo 1-1-1, Chuo-ku, Kumamoto, JapanDepartment of Chemistry, Brown University, Providence, RI, 02912, USADepartment of Microbiology, Graduate School of Medical Sciences, Kumamoto University, Honjo 1-1-1, Chuo-ku, Kumamoto, Japan; Corresponding author.Department of Chemistry, Brown University, Providence, RI, 02912, USA; Corresponding author.Polysulfides have received increased interest in redox biology due to their role as the precursors of H2S and persulfides. However, the compounds that are suitable for biological investigations are limited to cysteine- and glutathione-derived polysulfides. In this work, we report the preparation and evaluation of a novel polysulfide derived from thioglucose, which represents the first carbohydrate-based polysulfide. This compound, thioglucose tetrasulfide (TGS4), showed excellent stability and water solubility. H2S and persulfide production from TGS4, as well as its associated antioxidative property were also demonstrated. Additionally, TGS4 was demonstrated to significantly induce cellular sulfane sulfur level increase, in particular for the formation of hydropersulfides/trisulfides. These results suggest that TGS4 is a useful tool for polysulfide research.http://www.sciencedirect.com/science/article/pii/S2213231724000211Hydrogen sulfideHydropersulfidePolysulfidesGlucoseThioglucose |
| spellingShingle | Stephen Lindahl Meg Shieh Tianli Zhang Chunyu Guo Jerome R. Robinson Tomohiro Sawa Ming Xian Thioglucose-derived tetrasulfide, a unique polysulfide model compound Redox Biology Hydrogen sulfide Hydropersulfide Polysulfides Glucose Thioglucose |
| title | Thioglucose-derived tetrasulfide, a unique polysulfide model compound |
| title_full | Thioglucose-derived tetrasulfide, a unique polysulfide model compound |
| title_fullStr | Thioglucose-derived tetrasulfide, a unique polysulfide model compound |
| title_full_unstemmed | Thioglucose-derived tetrasulfide, a unique polysulfide model compound |
| title_short | Thioglucose-derived tetrasulfide, a unique polysulfide model compound |
| title_sort | thioglucose derived tetrasulfide a unique polysulfide model compound |
| topic | Hydrogen sulfide Hydropersulfide Polysulfides Glucose Thioglucose |
| url | http://www.sciencedirect.com/science/article/pii/S2213231724000211 |
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