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D5637

Sigma-Aldrich

3,3′-Diaminobenzidine tetrahydrochloride hydrate

≥96%

Synonym(s):

(1,1′-Biphenyl)-3,3′,4,4′-tetramine tetrahydrochloride dihydrate

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About This Item

Linear Formula:
C12H14N4 · 4HCl · xH2O
CAS Number:
868272-85-9
EC Number:
231-018-9
MDL number:
MFCD08273058
UNSPSC Code:
12171500
PubChem Substance ID:
57654109
NACRES:
NA.47

Quality Level

200

Assay

≥96%

form

powder, crystals or chunks

technique(s)

titration: 96-104% (with NaOH)

color

white to light brown, and Faint Red and Faint Grey to Light Grey

mp

280 °C

solubility

H2O: 50 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

SMILES string

O.Cl.Cl.Cl.Cl.Nc1ccc(cc1N)-c2ccc(N)c(N)c2

InChI

1S/C12H14N4.4ClH.H2O/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8;;;;;/h1-6H,13-16H2;4*1H;1H2

InChI key

DXWSCXIZIHILNP-UHFFFAOYSA-N

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General description

3,3′-Diaminobenzidine tetrahydrochloride hydrate is a chromogen commonly used in immunohistochemistry and other staining techniques to visualize the presence of antigens or antibodies in biological samples. DAB HCl is designed as an immunohistology stain to visualize peroxidase activity in cells. DAB oxidation can be measured using a spectrophotometer.

Application

3,3′-Diaminobenzidine tetrahydrochloride hydrate is suitable for immunohistology staining procedures, western blotting, and FISH (fluorescence in situ hybridization). DAB is used in studying epithelial cell apoptosis in the event of early cataracts, and immunohistochemistry protocols of autosomal dominant polycystic kidney disease (PKD).

Biochem/physiol Actions

In the peroxidase reaction, DAB serves as a hydrogen donor in the presence of peroxide. The oxidized DAB forms an insoluble brown-colored complex.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H319,H341,H350

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Muta. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Franc Llorens et al.
Nature communications, 11(1), 619-619 (2020-02-01)
The clinical diagnosis of vascular dementia (VaD) is based on imaging criteria, and specific biochemical markers are not available. Here, we investigated the potential of cerebrospinal fluid (CSF) lipocalin 2 (LCN2), a secreted glycoprotein that has been suggested as mediating
Fatima Solange Pasini et al.
Journal of gastroenterology, 49(11), 1453-1466 (2013-11-13)
The TNM Classification of Malignant Tumours (TNM) staging system is the primary means of determining a prognosis for gastric adenocarcinoma (GC). However, tumor behavior in the individual patient is unpredictable and in spite of treatment advances, a classification of 'advanced
Nicole M Derks et al.
Neuroscience research, 66(1), 117-123 (2009-10-17)
Women have higher vulnerability to stress and stress-induced diseases than men. Estrogen may be involved in the control of sex-dependent stress adaptation via estrogen receptors alpha and beta (ERalpha/beta). Urocortin 1 (Ucn1) in the npEW plays an important role in
Mammalian AMP-activated protein kinase subfamily.
Stapleton D, et al.
The Journal of Biological Chemistry, 271, 611-614 (1996)
A new sensitive colorimetric assay for peroxidase using 3,3'-diaminobenzidine as hydrogen donor.
Herzog V and Fahimi HD
Analytical Biochemistry, 55, 554-562 (1973)
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