Dithiothreitol, DTT

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Dithiothreitol, DTT

C-1029
  • CAS: 3483-12-3
  • Formula: C4H10O2S2
  • MW: 154.25
  • Appearance: White crystalline powder
  • Purity: ≥99.0%

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DTT , also known as Cleland's Reagent, is an unusually strong reducing agent, owing to its high conformational propensity to form a six-member ring with an internal disulfide bond. It has a redox potential of -0.33 V at pH 7. The reduction of typical disulfide bond proceeds by two sequential thiol-disulfide exchange reactions. DTT is frequently used to reduce the disulfide bonds of proteins and, more generally, to prevent intramolecular and intermolecular disulfide bonds from forming between cysteine residues of proteins.

However, even DTT cannot reduce buried (solvent -inaccessible) disulfide bonds, so reduction of disulfide bonds is sometimes carried out under denaturing conditions (e.g., at higher temperatures, or in the sodium denaturant such as 6 M guanidinium hydrochloride, 8 M urea, or 1% sodium dodecyl sulfate). Conversely, the solvent exposure of different disulfide bonds can be assayed by their rate of reduction in the presence of DTT.  DTT can also be used as an oxidizing agent.

Its principal advantage is that effectively no mixed disulfide species are populated, in contrast to other agents such as glutathione. In very rare cases, a DTT adduct may be formed, i.e., the two sulfur atoms of DTT may form disulfide bonds to different sulfur atoms; in such cases, DTT cannot cyclize since it has no remaining free thiols. Typically DTT is mixed with a DNA solution and allowed to react, and then is removed by filtration (for the solid catalyst) or by chromatography (for the liquid form).

 

 

Additional Information

SynonymsDithiothreitol; Cleland's Reagent; DTT; (2R,3R)-REL-1,4-DIMERCAPTO-2,3-BUTANEDIOL; (±)-1,4-DIMERCAPTO-2,3-BUTANEDIOL; (±)-DITHIOTHREITOL; 1,4-DITHIO-DL-THREITOL; 1,4-DITHIOTHREITOL; DL-1,4-DIMERCAPTO-2,3-DIHYDROXYBUTANE
Product #C-1029
CAS #3483-12-3
Chemical Namethreo-2,3-dihydroxy-1,4-dithiolbutane
FormulaC4H10O2S2
MW154.25
AppearanceWhite crystalline powder
Purity≥99.0%
Solubility10% solution in water. Clear and colorless
Melting Point42-43°C
Storage TempStore desiccated at +4°C under inert gas.
UseDTT , also known as Clelands Reagent, is an unusually strong reducing agent

Additional Information

Merck Index12.3441.1996
MDL NumberMFCD00004877
ChemACXX1009950-2
InChIInChI=1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4-/m1/s1
SMILESC([C@H]([C@@H](CS)O)O)S

Additional Information

GHS Pictograms
RTECSEK1610000
UN #'SUN 3335
PACKING GROUPIII
HandlingHygroscopic. Protected from Moisture. Protect from Light .

Additional Information

msds 1C-1029, DTT, SDS, diamond format.pdf
Certificate of Analysis 1C-1029, J1220.pdf
Certificate of Analysis 2C-1029, H1422B.pdf
Certificate of Analysis 3C-1029, H1422A.pdf
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