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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:
6892-68-8
Molecular Weight:
154.25
Beilstein:
1719756
EC Number:
229-998-8
MDL number:
MFCD00063750
UNSPSC Code:
12161504
PubChem Substance ID:
57650194
NACRES:
NA.25

product line

BioUltra

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
GHS07

Signal Word

Warning

Hazard Statements

H302,H412

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)

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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)
A simple method for stabilizing protein-sulfhydryl groups during SDS-gel electrophoresis.
L C Lane
Analytical biochemistry, 86(2), 655-664 (1978-06-01)
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
Magali Wagner et al.
Journal of agricultural and food chemistry, 59(7), 3146-3154 (2011-03-05)
During pasta processing, structural changes of protein occur, due to changes in water content, mechanical energy input, and high temperature treatments. The present paper investigates the impact of successive and intense thermal treatments (high temperature drying, cooking, and overcooking) on
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