DL-Dithiothreitol

Name: <SC>DL</SC>-Dithiothreitol
Brand: SIGMA

≥99.0% (RT)

Synonym(s):

threo-1,4-Dimercapto-2,3-butanediol, Cleland’s reagent, DTT

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About This Item

Linear Formula:

HSCH₂CH(OH)CH(OH)CH₂SH

CAS Number:

3483-12-3

Molecular Weight:

154.25

Beilstein:

1719757

EC Number:

222-468-7

MDL number:

MFCD00004877

UNSPSC Code:

12352201

PubChem Substance ID:

329756409

NACRES:

NA.21

Key Documents

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Quality Level

200

Assay

≥99.0% (RT)

form

powder

reaction suitability

reagent type: reductant

impurities

≤0.3% 4,5-dihydroxy-1,2-dithiane

mp

40-43 °C
41-44 °C (lit.)

solubility

H₂O: 50 mg/mL, clear, colorless
H₂O: freely soluble
acetone: freely soluble
chloroform: freely soluble
diethyl ether: freely soluble
ethanol: freely soluble
ethyl acetate: freely soluble

anion traces

sulfate (SO₄^2-): ≤50 mg/kg

cation traces

Ca: ≤10 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
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤250 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

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-/m1/s1

InChI key

VHJLVAABSRFDPM-QWWZWVQMSA-N

Application

An excellent reagent for maintaining SH groups in reduced state; quantitatively reduces disulfides. DTT is effective in sample buffers for reducing protein disulfide bonds prior to SDS-PAGE. DTT can also be used for reducing the disulfide bridge of the cross-linker N,N′-bis(acryloyl)cystamine to break apart the matrix of a polyacrylamide gel. DTT is less pungent and is less toxic than 2-mercaptoethanol. Typically, a seven fold lower concentration of DTT (100 mM) is needed than is used for 2-mercaptoethanol (5% v/v, 700 mM).

DL-Dithiothreitol is a pivotal component used in the preparation of buffer which in turn is utilized in the platelet cytosol preparation. It is also important in isolation of RNA by using guanidinium salts and homogenisation of tissue and cells.

Biochem/physiol Actions

DL-Dithiothreitol denatures proteins by reducing the disulphide bonds and reducing them to SH groups. It also prevents intramolecular and intermolecular disulfide bond formation between cysteine residues of proteins.