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D8001

Sigma-Aldrich

3,3′-Diaminobenzidine

≥97% (HPLC)

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Synonym(s):
3,3′,4,4′-Biphenyltetramine, 3,3′,4,4′-Tetraaminobiphenyl, DAB
Linear Formula:
(NH2)2C6H3C6H3(NH2)2
CAS Number:
91-95-2
Molecular Weight:
214.27
Beilstein:
1212988
EC Number:
202-110-6
MDL number:
MFCD00007725
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

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 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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C M Escobedo-Bonilla et al.
Diseases of aquatic organisms, 74(2), 85-94 (2007-04-17)
White spot syndrome virus (WSSV) causes disease and mortality in cultured and wild shrimp. A standardized WSSV oral inoculation procedure was used in specific pathogen-free (SPF) Litopenaeus vannamei (also called Penaeus vannamei) to determine the primary sites of replication (portal
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)
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)
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)
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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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