Dithioerythritol

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Dithioerythritol
Dithioerythritol.png
Names
IUPAC name
(2S,3R)-1,4-Bis-sulfanylbutane-2,3-diol
Other 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
6892-68-8 YesY
ChEBI CHEBI:17456 YesY
ChemSpider 388475 YesY
Jmol-3D images Image
Image
PubChem 439352
Properties
C4H10O2S2
Molar mass 154.25 g·mol−1
Melting point 82 to 84 °C (180 to 183 °F; 355 to 357 K)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY verify (what isYesY/N?)
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 stable compared to that of DTT. In DTT, these hydroxyl groups are trans to each other, whereas they are cis to each other in DTE.

The oxidized forms of dithioerythritol (DTE, left) dithiothreitol (DTT, right)


References[edit]