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D0632

Sigma-Aldrich

DL-Dithiothreitol

≥98% (HPLC), ≥99.0% (titration)

Synonym(s):

(±)-Dithiothreitol, rac-Dithiothreitol, Dithiothreitol, 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:
Molecular Weight:
154.25
Beilstein/REAXYS Number:
1719757
EC Number:
MDL number:
UNSPSC Code:
12352201
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

application(s)

general analytical

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

Dithiothreitol (DTT) is a disulfide (SH) reducing agent found in proteins and in the amino acid cysteine. It reduces a disulfide bond by forming a six-membrane ring and initiating a thiol-disulfide interchange. It is almost 7-fold stronger reducing agent than βME, hence efficient in lower concentrations.

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.
  • in proteomics analysis as in-solution protein digestion for mass spectrometry
  • as a buffer component for protein quantification, to prepare wash buffer, lysis buffer, sample buffer, and protein elution buffer
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).

Biochem/physiol Actions

Dithiothreitol (DTT) is extensively applied in chemical peptide synthesis and biochemical preparations of thiol proteins. It is also used in protein chemistry studies, such as protein folding and enzyme activity. It also acts as an enzyme stabilizer to stop DNA modification. DTT specifically mediates the thiol-disulfide interchange reaction to entirely reduce the intra- or inter-molecular disulfide bonds in biomolecules. This reaction results in the formation of thiols and the cyclic disulfide of DTT.

Features and Benefits

  • High-quality DTT (HPLC≥98%), (titration≥99.0%)
  • Suitable for electrophoresis, proteomics analysis

Other Notes

For additional information on our range of Biochemicals, please complete this form.

suggested gloves for splash protection

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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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
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);
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
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
Niamh McNamee et al.
BMC cancer, 22(1), 1023-1023 (2022-09-29)
Cancer patients have an increased risk of developing venous thromboembolism, with up to 30% dying within a month of their development. Some cancer cells are known to induce platelet aggregation, and this interaction is understood to contribute to thrombosis and

Articles

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