Dithioerythritol
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Dithioerythritol | |
---|---|
IUPAC name | (2S,3R)-1,4-Bis-sulfanylbutane-2,3-diol |
Other names | 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 | |
SMILES | C([C@@H]([C@@H](CS)O)O)S |
Properties | |
Molecular formula | C4H10O2S2 |
Molar mass | 154.253 g/mol |
Melting point |
82-84 °C |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and 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.
[edit] References
- Cleland WW. (1964) "Dithiothreitol, A New Protective Reagent for SH Groups", Biochemistry, 3, 480-482.