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Merck
CN

43817

DL-Dithiothreitol

BioUltra, ≥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:
Molecular Weight:
154.25
EC Number:
222-468-7
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
1719757
MDL number:
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product line

BioUltra

assay

≥99.0% (RT)

form

solid

impurities

insoluble matter, passes filter test, ≤0.3% 4,5-dihydroxy-1,2-dithiane

pH

4.0-6.5 (25 °C, 0.1 M in H2O)

mp

41-44 °C (lit.)

solubility

H2O: 0.1 M at 20 °C, clear, colorless

anion traces

sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg, As: ≤0.5 mg/kg, Ba: ≤5 mg/kg, Bi: ≤5 mg/kg, 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, Li: ≤5 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, Mo: ≤5 mg/kg, Na: ≤100 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Sr: ≤5 mg/kg, Zn: ≤5 mg/kg

λ

0.1 M in H2O

UV absorption

λ: 260 nm Amax: 0.400, λ: 280 nm Amax: 0.100

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).

Other Notes

Cleavage of disulfide bonds in proteins; In the investigation of incremental and kinetic reduction in proteins; Prevents the oxidation of cholecystokinin during its extraction from brain and duodenal tissues; In protein sequence analysis.


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pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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A.Bacarese-Hamilton et al.
Annals of the New York Academy of Sciences, 448, 571-571 (1985)
D W Sears et al.
Biochemistry, 16(9), 2031-2035 (1977-05-03)
The reduction by dithiothreitol (DTT) of the four interchain disulfides of a human IgGlkappa immunoglobulin has been studied by two methods: variation of the concentration of DTT relative to the protein concentration (incremental reduction); and variation of the time of
J R Jabusch et al.
Analytical biochemistry, 91(2), 532-542 (1978-12-01)
The thiazolinone and phenylthiohydantoin derivatives of most amino acids can be hydrolyzed with alkaline dithionite to generate the free amino acid. The acidification of this hydrolysate with 3 N HCl containing thiodiglycol leads in the case of glutamic acid, glutamine