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Key Documents

43794

Sigma-Aldrich

1,4-Dithioerythritol

≥99.0% (RT), BioUltra

Synonym(s):

erythro-1,4-Dimercapto-2,3-butanediol, erythro-2,3-Dihydroxy-1,4-butanedithiol, Cleland’s reagent, DTE

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About This Item

Linear Formula:
HSCH2CH(OH)CH(OH)CH2SH
CAS Number:
Molecular Weight:
154.25
Beilstein:
1719756
EC Number:
MDL number:
UNSPSC Code:
12161504
PubChem Substance ID:
NACRES:
NA.25

product line

BioUltra

Quality Level

Assay

≥99.0% (RT)

form

powder

reaction suitability

reagent type: reductant

impurities

insoluble matter, passes filter test
≤0.5% 4,5-dihydroxy-1,2-dithiane

pH

4.0-6.0 (25 °C, 0.1 M in H2O)

mp

82-84 °C (lit.)
82-85 °C

solubility

H2O: 0.1 M at 20 °C, clear, colorless

anion traces

sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.5 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤50 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

0.1 M in H2O

UV absorption

λ: 260 nm Amax: 0.400
λ: 280 nm Amax: 0.050

storage temp.

2-8°C

SMILES string

O[C@@H](CS)[C@H](O)CS

InChI

1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4+

InChI key

VHJLVAABSRFDPM-ZXZARUISSA-N

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Application

Reagent for maintaining −SH groups in the reduced state; quantitatively reduces disulfides.

Other Notes

Cleavage of disulfide bonds in proteins; Prevents oxidation of sulfhydryl-containing proteins during SDS-polyacrylamide gel electrophoresis.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A simple method for stabilizing protein-sulfhydryl groups during SDS-gel electrophoresis.
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A specific and sensitive assay for disulfides.
W L Zahler et al.
The Journal of biological chemistry, 243(4), 716-719 (1968-02-25)
Reductive cleavage of cystine disulfides with tributylphosphine.
U T Rüegg et al.
Methods in enzymology, 47, 111-116 (1977-01-01)
András Kolozsi et al.
Inorganic chemistry, 47(9), 3832-3840 (2008-04-03)
The aqueous solutions of arsenous acid with the meso and racemic forms of 1,4-dithiol-butane-2,3-diol, namely, dithioerythritol (dte) and dithiothreitol (dtt), respectively, were titrated pH-metrically in different molar ratios. The p K a values determined for As(OH) 3, and dtt were
Tanju Ceyhan et al.
Dalton transactions (Cambridge, England : 2003), 39(41), 9801-9814 (2010-09-18)
The phthalodinitrile derivative 3 was prepared by the reaction of 1,4-dithioerythritol 1 and 4-nitrophthalonitrile 2 in dry DMF as the solvent in the presence of K(2)CO(3) as the base by the method of nucleophilic substitution of an activated nitro group

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