- Dithioerythritol
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Dithioerythritol (2S,3R)-1,4-Bis-sulfanylbutane-2,3-diolOther names(2R,3S)-1,4-dimercaptobutane-2,3-diol
2,3-Dihydroxybutane-1,4-dithiol
Erythro-2,3-dihydroxy-1,4-butanedithiol
Erythro-1,4-dimercapto-2,3-butanediol
Cleland's reagent (also used for DTT)Identifiers CAS number 6892-68-8 PubChem 439352 ChemSpider 388475 ChEBI CHEBI:17456 Jmol-3D images Image 1
Image 2- C([C@@H]([C@@H](CS)O)O)S
SC[C@@H](O)[C@@H](O)CS
Properties Molecular formula C4H10O2S2 Molar mass 154.25 g mol−1 Melting point 82-84 °C
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)Infobox references Dithioerythritol (DTE) is a sulfur containing sugar derived from the corresponding 4-carbon monosaccharide erythrose. It is an epimer of dithiothreitol (DTT). The molecular formula for DTE is C4H10O2S2.
Like DTT, DTE makes an excellent reducing agent, although its standard reduction potential is not quite as negative, i.e., DTE is slightly less effective at reducing than DTT, presumably because steric repulsion of its OH groups makes the cyclic disulfide-bonded form of DTE less favorable. In DTT, these hydroxyl groups are on opposite sides of the ring, whereas they are on the same side of the ring (and, hence, closer) in DTE.
References
- Cleland, W.W. (April 1964). "Dithiothreitol, A New Protective Reagent for SH Groups". Biochemistry 3 (4): 480–2. doi:10.1021/bi00892a002. PMID 14192894.
Categories:- Thiols
- Diols
- C([C@@H]([C@@H](CS)O)O)S
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