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/REAXYS Number:
1719757
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

assay

≥98% (HPLC)
≥99.0% (titration)

reaction suitability

reagent type: reductant

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

signalword

Danger

hazcat

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

storage_class_code

11 - Combustible Solids

WGK Germany

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

Certificate of Origin

Daniel C Marcus et al.
Auditory neuroscience, 1, 101-109 (1994-01-01)
Vestibular dark cell epithelium was isolated from the semicircular canal of gerbils to test the proposal that the sulfhydryl alkylating agent N-ethylmaleimide (NEM) inhibits K(+) secretion by this tissue and does so by reacting with a site in or near...
S Elsayed et al.
Scandinavian journal of immunology, 60(5), 486-493 (2004-11-16)
Alphas1-Casein (CAS1_BOVIN), the major allergen of cow's milk (CM), is widely used as hydrolysates in infant diet formulae and additive to other processed food items. To date, most of the reported B-cell epitope mapping were performed on polyethylene pins or...
O Linhart et al.
Reproduction (Cambridge, England), 124(5), 713-719 (2002-11-06)
This study investigated the effects of different environmental conditions on the motility parameters of paddlefish (Polyodon spathula) spermatozoa. Paddlefish spermatozoa demonstrated the following characteristics: (i) all spermatozoa were motile 10 s after activation with a velocity of 130-160 microm s(-1);...
Florian Füssl et al.
mAbs, 11(1), 116-128 (2018-10-09)
Charge variant analysis is a widely used tool to monitor changes in product quality during the manufacturing process of monoclonal antibodies (mAbs). Although it is a powerful technique for revealing mAb heterogeneity, an unexpected outcome, for example the appearance of...
R Quiles et al.
Clinical chemistry, 39(3), 500-503 (1993-03-01)
An automated method based on the principles of flow-injection analysis is proposed for the enzymatic determination of sodium ion in serum. The method relies on the activation of beta-galactosidase by the analyte. The features of the proposed method include linear...

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