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D8001

Sigma-Aldrich

3,3′-Diaminobenzidine

97% (HPLC)

Synonym(s):

3,3′,4,4′-Biphenyltetramine, 3,3′,4,4′-Tetraaminobiphenyl, DAB

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About This Item

Linear Formula:
(NH2)2C6H3C6H3(NH2)2
CAS Number:
Molecular Weight:
214.27
Beilstein:
1212988
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

Quality Level

Assay

97% (HPLC)

form

powder

mp

175-177 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

NC1=C(N)C=CC(C2=CC(N)=C(N)C=C2)=C1

InChI

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

InChI key

HSTOKWSFWGCZMH-UHFFFAOYSA-N

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Application

3,3′-Diaminobenzidine has been used as a chromogen for the visualization in immunohistochemistry of chondrosarcoma sections, mammary carcinomas and brain tissue sections.
Peroxidase substrate; reagent for spectrophotometric determination of selenium.

Biochem/physiol Actions

DAB (3,3′-Diaminobenzidine) is utilized in many applications for the visualization of peroxidase activity. In the peroxidase reaction, DAB serves as a hydrogen donor in the presence of peroxide. The oxidized DAB forms an insoluble brown end-product for use in the immunohistological and immunoblotting staining procedures.

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

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 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A colorimetric method for measurement of the (peroxidase-mediated) oxidation of 3,3'-diaminobenzidine.
Fahimi HD and Herzog V
The Journal of Histochemistry and Cytochemistry, 21, 499-502 (1973)
Pathogenesis of a Thai strain of white spot syndrome virus (WSSV) in juvenile, specific pathogen-free Litopenaeus vannamei.
Escobedo-Bonilla CM, et al.
Diseases of Aquatic Organisms, 74, 85-94 (2007)
Detection of T lymphocytes in intestine of broiler chicks treated with Lactobacillus spp. and challenged with Salmonella enterica serovar Enteritidis.
Noujaim JC, et al.
Poultry Science, 87, 927-933 (2008)
Metastatic canine mammary carcinomas can be identified by a gene expression profile that partly overlaps with human breast cancer profiles
Klopfleisch R, et al.
BMC Cancer, 10(1), 618-618 (2010)
Motor skill training promotes sensorimotor recovery and increases microtubule-associated protein-2 (MAP-2) immunoreactivity in the motor cortex after intracerebral hemorrhage in the rat
Santos MV, et al.
ISRN neurology, 2013 (2013)

Articles

NBT-BCIP substrate system aids in western blotting and immunohistological staining, producing a blue-purple insoluble end product.

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