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Merck

D5637

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
NACRES:
NA.47
PubChem Substance ID:
57654109
UNSPSC Code:
12171500
EC Number:
231-018-9
MDL number:
MFCD08273058

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InChI key

DXWSCXIZIHILNP-UHFFFAOYSA-N

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

SMILES string

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

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

Quality Level

200

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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.

signalword

Danger

pictograms

Health hazardExclamation mark
GHS08,GHS07

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

D5637-50G: + D5637-H: + D5637-100G-KC: + D5637-1G: + D5637-10G: + D5637-5G: + D5637-100G: + D5637-BULK: + D5637-25G: + 2530167: + D5637-VAR: + D5637-EW:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT8673
MKCW1123
MKCW2779
MKCV2140
MKCK5099

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Fatima Solange Pasini et al.
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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
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
Jooske F van Lidth de Jeude et al.
Cancer research, 78(21), 6098-6106 (2018-09-21)
Deletion of endoplasmic reticulum resident chaperone Grp78 results in activation of the unfolded protein response and causes rapid depletion of the entire intestinal epithelium. Whether modest reduction of Grp78 may affect stem cell fate without compromising intestinal integrity remains unknown.
Mammalian AMP-activated protein kinase subfamily.
Stapleton D, et al.
The Journal of Biological Chemistry, 271, 611-614 (1996)
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Colorimetric Phosphatase/Peroxidase Substrate Systems

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

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