Merck
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D0632

Sigma-Aldrich

DL-Dithiothreitol

≥98% (HPLC), ≥99.0% (titration)

Synonym(s):
threo-1,4-Dimercapto-2,3-butanediol, DTT, Cleland’s reagent
Linear Formula:
HSCH2CH(OH)CH(OH)CH2SH
CAS Number:
Molecular Weight:
154.25
Beilstein:
1719757
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

assay

≥98% (HPLC)
≥99.0% (titration)

form

powder

reaction suitability

reagent type: reductant

color

white

mp

41-44 °C (lit.)

solubility

H2O: soluble 50 mg/mL, clear, colorless to very faintly yellow

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

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General description

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).

Application

DTT has been used:
  • as one of the reactants in the reduction and alkylation of αs1-Casein, the major allergen of cow′s milk.
  • as a component of medium for the demembranation and reactivation of spermatozoa.
  • to maintain stability of the enzyme as thiol effectively protects the active sites of the biocatalyst.
  • as a reducing agent to test the specificity of the reaction of N-Ethylmaleimide with sulfhydryl groups.
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).

Packaging

1 kg in poly drum
1, 5, 10, 25, 100 g in poly bottle

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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