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
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