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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:
91-95-2
Molecular Weight:
214.27
Beilstein/REAXYS Number:
1212988
EC Number:
202-110-6
MDL number:
MFCD00007725
UNSPSC Code:
12171500
PubChem Substance ID:
24894175
NACRES:
NA.47

Quality Level

200

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.

Other Notes

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

pictograms

Exclamation markHealth hazard
GHS07,GHS08

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
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)
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)
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Articles

Colorimetric Alkaline Phosphatase and Peroxidase Substrate Detection Systems

Nitroblue Tetrazolium (NBT) is used with the alkaline phosphatase substrate 5-Bromo- 4-Chloro-3-Indolyl Phosphate (BCIP) in western blotting and immunohistological staining procedures. These substrate systems produce an insoluble NBT diformazan end product that is blue to purple in color and can be observed visually.

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