3,3'-Diaminobenzidine
3,3'-Diaminobenzidine | |
---|---|
3,3'-Diaminobenzidine | |
3,3',4,4'-Tetraamino-diphenyl | |
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
CAS number | 91-95-2, [7411-49-6] (4HCl) |
RTECS number | DV8750000 DV8753000 (4HCl) |
style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
Molecular formula | C12H14N4 C12H18Cl4N4 (4HCl) |
Molar mass | 214.27 g/mol 360.11 g/mol (4HCl) |
Melting point |
175–177 °C |
style="background: #F8EABA; text-align: center;" colspan="2" | Hazards | |
MSDS | External MSDS |
EU classification | Harmful (Xn) |
S-phrases | S36 S37 S45 |
R/S statement | R20 R21 R22 R40 |
NFPA 704 | |
LD50 | mouse, oral Acute: 1834 mg/kg. |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Infobox references |
3,3'-Diaminobenzidine (DAB) is an organic compound. This derivative of benzidine is a precursor to polybenzimidazole fiber[1]. As its water-soluble tetrahydrochloride, it has been used in immunohistochemical staining of nucleic acids and proteins.[citation needed]
Preparation
Diaminobenzidine, which is commercially available, is prepared by reacting 3,3'-dichlorobenzidine and ammonia with a copper catalyst at high temperature and pressure, followed by acidic workup.[2]
Applications
Diaminobenzidine is oxidized by hydrogen peroxide in the presence of hemoglobin to give a dark brown color. This is used to detect fingerprints in blood.[3] Improperly prepared tissue samples may give false positives[4] In neuroscience, this reaction is used to stain neurons which were prepared to contain hydrogen peroxidase, using complexes of injected biocytin with avidine or streptavidine, biotin, and the peroxidase.
References
Cite error: Invalid <references>
tag;
parameter "group" is allowed only.
<references />
, or <references group="..." />