Dithioerythritol


Dithioerythritol
Dithioerythritol
Identifiers
CAS number 6892-68-8
PubChem 439352
ChemSpider 388475 YesY
ChEBI CHEBI:17456 YesY
Jmol-3D images Image 1
Image 2
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.

Oxidized disulfide form of dithioerythritol


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. 

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