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43819

Sigma-Aldrich

DL-Dithiothreitol

≥99.0% (RT)

Synonym(s):

threo-1,4-Dimercapto-2,3-butanediol, Cleland’s reagent, DTT

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$186.00
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$687.00

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1 G
$62.00
5 G
$186.00
25 G
$687.00

About This Item

Linear Formula:
HSCH2CH(OH)CH(OH)CH2SH
CAS Number:
3483-12-3
Molecular Weight:
154.25
Beilstein/REAXYS Number:
1719757
EC Number:
222-468-7
MDL number:
MFCD00004877
UNSPSC Code:
12352201
PubChem Substance ID:
329756409
NACRES:
NA.21

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Quality Level

200

assay

≥99.0% (RT)

form

powder

reaction suitability

reagent type: reductant

impurities

≤0.3% 4,5-dihydroxy-1,2-dithiane

mp

40-43 °C
41-44 °C (lit.)

solubility

H2O: 50 mg/mL, clear, colorless
H2O: freely soluble
acetone: freely soluble
chloroform: freely soluble
diethyl ether: freely soluble
ethanol: freely soluble
ethyl acetate: freely soluble

anion traces

sulfate (SO42-): ≤50 mg/kg

cation traces

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
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤250 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

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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Application

DL-Dithiothreitol is a pivotal component used in the preparation of buffer which in turn is utilized in the platelet cytosol preparation.[1] It is also important in isolation of RNA by using guanidinium salts and homogenisation of tissue[2] and cells[3].
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

DL-Dithiothreitol denatures proteins by reducing the disulphide bonds and reducing them to SH groups. It also prevents intramolecular and intermolecular disulfide bond formation between cysteine residues of proteins.[4]

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK1099
BCCG5712
BCCM5274
BCCL7020
BCCB7858

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M W Radomski et al.
Proceedings of the National Academy of Sciences of the United States of America, 87(13), 5193-5197 (1990-07-01)
Aggregation of human washed platelets with collagen is accompanied by a concentration-dependent increase in cyclic GMP but not cyclic AMP. NG-Monomethyl-L-arginine (L-MeArg), a selective inhibitor of nitric oxide (NO) synthesis from L-arginine, reduces this increase and enhances aggregation. L-Arginine, which
R G Knowles et al.
Proceedings of the National Academy of Sciences of the United States of America, 86(13), 5159-5162 (1989-07-01)
A soluble enzyme obtained from rat forebrain catalyzes the NADPH-dependent formation of nitric oxide (NO) and citrulline from L-arginine. The NO formed stimulates the soluble guanylate cyclase and this stimulation is abolished by low concentrations of hemoglobin. The synthesis of
M B Donati et al.
Cancer research, 46(12 Pt 1), 6471-6474 (1986-12-01)
It has repeatedly been proposed that fibrin plays a role in tumor growth and metastasis. Among tumor cell products or activities which may promote clot formation, cancer procoagulant (CP), a direct activator of coagulation factor X, has been suggested to
John C Lukesh et al.
Journal of the American Chemical Society, 134(9), 4057-4059 (2012-02-23)
Dithiothreitol (DTT) is the standard reagent for reducing disulfide bonds between and within biological molecules. At neutral pH, however, >99% of DTT thiol groups are protonated and thus unreactive. Herein, we report on (2S)-2-amino-1,4-dimercaptobutane (dithiobutylamine or DTBA), a dithiol that
Ananthakrishnan Soundaram Jeevarathinam et al.
Angewandte Chemie (International ed. in English) (2019-12-17)
We report a new approach to monitor drug release from nanocarriers via a paclitaxel-methylene blue conjugate (PTX-MB) with redox activity. This construct is in a photoacoustically silent reduced state inside poly(lactic-co-glycolic acid) (PLGA) nanoparticles (PTX-MB@PLGA NPs). During release, PTX-MB is
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