Structure via PubChem · Public domain (PubChem)
dithiothreitol
Sign in to saveAlso known as (R*,R*)-1,4-dimercaptobutane-2,3-diol
Dithiothreitol (DTT) is an organosulfur compound with the formula . A colorless compound, it is classified as a dithiol and a diol. DTT is redox reagent also known as '''Cleland's reagent''', after W. Wallace Cleland. The reagent is commonly used in its racemic form. Its name derives from the four-carbon sugar, threose. DTT has an epimeric ('sister') compound, dithioerythritol (DTE).
Chemical data
- Formula
- C4H10O2S2
- Molecular weight
- 154.3 g/mol
- IUPAC name
- (2S,3S)-1,4-bis(sulfanyl)butane-2,3-diol
- SMILES
- C([C@H]([C@@H](CS)O)O)S
- InChIKey
- VHJLVAABSRFDPM-QWWZWVQMSA-N
- XLogP
- -0.4
- Polar surface area
- 42.5 Ų
- H-bond donors
- 4
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
16,190 papers- Dithiothreitol causes toxicity in C. elegans by modulating the methionine-homocysteine cycle.eLife · 2022
- Dithiothreitol revisited in red cells: a new head for an old hat.Clinical hemorheology and microcirculation · 2010
- Dithiothreitol-functionalized perovskite-based visual sensing array capable of distinguishing food oils.Food chemistry · 2024
- Dithiothreitol reduces oxidative stress and necrosis caused by ultraviolet A radiation in L929 fibroblasts.Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology · 2024
- Dithiothreitol effects on human sperm quality.The Journal of urology · 1994
via PubMed
Wikidata facts
- Mass
- 154.012222
Show 5 more facts
- chemical formula
- C₄H₁₀O₂S₂
- canonical SMILES
- C(C(C(CS)O)O)S
- isomeric SMILES
- C([C@H]([C@@H](CS)O)O)S
- Commons category
- Dithiothreitol
- melting point
- 42
via Wikidata · CC0
~5 min read
Article
7 sectionsContents
- Synthesis
- Reducing agent
- Applications
- Properties
- See also
- References
- External links
Dithiothreitol (DTT) is an organosulfur compound with the formula . A colorless compound, it is classified as a dithiol and a diol. DTT is redox reagent also known as '''Cleland's reagent''', after W. Wallace Cleland. The reagent is commonly used in its racemic form. Its name derives from the four-carbon sugar, threose. DTT has an epimeric ('sister') compound, dithioerythritol (DTE).
==Synthesis== The traditional route to dithiothreitol (and its isomer dithioerythritol) is sulfidation of the extremely lachrymatory . Modern industrial syntheses instead use related epoxides and hydrogen sulfide.