Molecular structure of trans-4,5-Dihydroxy-1,2-dithiane, CAS Number: 14193-38-5
trans-4,5-Dihydroxy-1,2-dithiane (CAS 14193-38-5)
Alternate Names:
Oxidized DTT
Application:
trans-4,5-Dihydroxy-1,2-dithiane is also known as Oxidized DTT
CAS Number:
14193-38-5
Purity:
≥98%
Molecular Weight:
152.24
Molecular Formula:
C4H8O2S2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
trans-4,5-Dihydroxy-1,2-dithiane is an oxidized form of dithiothreitol (DTT). It is a hygroscopic solid, colorless in appearance, with the molecular formula C4H8O2S2 and a molecular weight of 152.27 g/mol. This compound exists in two enantiomers, namely (4S,5S)-1,2-dithiane-4,5-diol and (4R,5R)-1,2-dithiane-4,5-diol. Commercially, it is produced through various methods such as the oxidation of thioacetals, the reaction of ethylene glycol with thiophosgene, and the reaction of ethylene sulfide with formaldehyde.
trans-4,5-Dihydroxy-1,2-dithiane (CAS 14193-38-5) References
- Protection of renal epithelial cells against oxidative injury by endoplasmic reticulum stress preconditioning is mediated by ERK1/2 activation. | Hung, CC., et al. 2003. J Biol Chem. 278: 29317-26. PMID: 12738790
- Reaction of dithiothreitol and para-nitroacetophenone with different radical precursors of .OH radical-induced strand break formation of single-stranded DNA in anoxic aqueous solution. | Rao, PJ., et al. 1992. Int J Radiat Biol. 61: 577-91. PMID: 1349622
- Endoplasmic reticulum stress due to altered cellular redox status positively regulates murine hepatic CYP2A5 expression. | Gilmore, WJ. and Kirby, GM. 2004. J Pharmacol Exp Ther. 308: 600-8. PMID: 14610226
- Modulating the endoplasmic reticulum stress response with trans-4,5-dihydroxy-1,2-dithiane prevents chemically induced renal injury in vivo. | Asmellash, S., et al. 2005. Toxicol Sci. 88: 576-84. PMID: 16150886
- Effect of endoplasmic reticulum stress preconditioning on cytotoxicity of clinically relevant nephrotoxins in renal cell lines. | Peyrou, M. and Cribb, AE. 2007. Toxicol In Vitro. 21: 878-86. PMID: 17416481
- Cyclic-disulfide-based prodrugs for cytosol-specific drug delivery. | Butora, G., et al. 2014. Angew Chem Int Ed Engl. 53: 14046-50. PMID: 25346363
- Nrf2-mediated induction of Cyp2a5 partially protects against reductive endoplasmic reticulum stress in mouse hepatocytes. | Morgan, L., et al. 2022. Toxicology. 471: 153162. PMID: 35341795
- Surface Modification of Transition Metal Dichalcogenide Nanosheets for Intrinsically Self-Healing Hydrogels with Enhanced Mechanical Properties. | Ratwani, CR., et al. 2023. Small. e2207081. PMID: 36861293
- The nonenzymatic oxidation of glutathione in the presence of plasmalike concentrations of disulfides and copper ions. | Busse, D., et al. 1987. Metabolism. 36: 110-4. PMID: 3807783
- Endoplasmic reticulum chaperones GRP78 and calreticulin prevent oxidative stress, Ca2+ disturbances, and cell death in renal epithelial cells. | Liu, H., et al. 1997. J Biol Chem. 272: 21751-9. PMID: 9268304
- Reduction of trans-4,5-dihydroxy-1,2-dithiane by cellular oxidoreductases activates gadd153/chop and grp78 transcription and induces cellular tolerance in kidney epithelial cells. | Halleck, MM., et al. 1997. J Biol Chem. 272: 21760-6. PMID: 9268305
- Effect of polyamine-induced compaction and aggregation of DNA on the formation of radiation-induced strand breaks: quantitative models for cellular radiation damage. | Newton, GL., et al. 1997. Radiat Res. 148: 272-84. PMID: 9291359
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
trans-4,5-Dihydroxy-1,2-dithiane, 500 mg | sc-255678 | 500 mg | $198.00 | |||
trans-4,5-Dihydroxy-1,2-dithiane, 1 g | sc-255678A | 1 g | $317.00 | |||
trans-4,5-Dihydroxy-1,2-dithiane, 5 g | sc-255678B | 5 g | $1103.00 |