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Chemical Compound Review

3,3'-Diaminobenzidine     4-(3,4-diaminophenyl)benzene- 1,2-diamine

Synonyms: PubChem8957, CCRIS 995, SureCN23855, D12384_ALDRICH, AG-H-77558, ...
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Disease relevance of 3,3'-Diaminobenzidine

  • METHODS: Cytochemical procedures based on the 3,3'-diaminobenzidine (DAB)-Mn2+ deposition technique were used on unfixed cryostat sections of synovium from RA patients and rheumatic disease controls [1].
  • Subsequently, the same nitrocellulose sheet was reprobed with human serum containing antibodies against EBV early antigen, viral capsid antigen, and nuclear antigen and stained with 3,3'-diaminobenzidine [2].
  • To detect intracellular changes in oxygen use during experimental ischemia, ultrathin sections of rat gastrocnemius muscle were treated with reducing agent, 3,3'-diaminobenzidine (DAB), a histochemical marker for intramitochondrial cytochrome oxidase activity [3].
  • Photoheterotrophically grown Rhodospirillum rubrum mutant C oxidized 3,3'-diaminobenzidine (DAB) by two aerobic reactions [4].
  • The methods, applied to an untreated squamous carcinoma of the pharynx, allow direct comparison of light microscopic localization of exposed nucleosomal histones using 3,3'-diaminobenzidine (DAB) and silver-enhanced techniques with a colloidal gold-based anti-histone technique at the electron microscope level [5].

Psychiatry related information on 3,3'-Diaminobenzidine


High impact information on 3,3'-Diaminobenzidine


Biological context of 3,3'-Diaminobenzidine


Anatomical context of 3,3'-Diaminobenzidine


Associations of 3,3'-Diaminobenzidine with other chemical compounds


Gene context of 3,3'-Diaminobenzidine

  • In tissue sections, the immunohistochemical reaction with this antibody was positive in the same locations as the histochemical guanase reaction with DAB (3,3'-diaminobenzidine tetrahydrochloride) [25].
  • The peroxisomes of C. elegans were not detectable by cytochemical staining using 3, 3'-diaminobenzidine, a commonly used method depending on the peroxidase activity of peroxisomal catalase at pH 9 in which genuine peroxidases are inactive [26].
  • With a technique employing neutral 3,3'-diaminobenzidine, azurophils of precursor and mature neutrophils were devoid of MPO whereas eosinophil, basophil, and platelet peroxidases exhibited normal activity [27].
  • Sections from their perfusion-fixed brains were reacted with 3,3'-diaminobenzidine (DAB)/H2O2/cobalt acetate followed by ChAT localization with monoclonal antibody Ab8 using the peroxidase-antiperoxidase method and visualization using DAB/H2O2 [28].
  • RESULTS: Positive staining was seen as a brownish discoloration of oxidized 3,3'-diaminobenzidine tetrahydrochloride (DAB) in sections that reacted with ICG-sulfo-OSu-labeled anti-CEA antibody, and the fluorescence was well-matched with the oxidized DAB-positive sites [29].

Analytical, diagnostic and therapeutic context of 3,3'-Diaminobenzidine


  1. Intracellular free radical production in synovial T lymphocytes from patients with rheumatoid arthritis. Remans, P.H., van Oosterhout, M., Smeets, T.J., Sanders, M., Frederiks, W.M., Reedquist, K.A., Tak, P.P., Breedveld, F.C., van Laar, J.M. Arthritis Rheum. (2005) [Pubmed]
  2. Sequential detection of different antigens induced by Epstein-Barr virus and herpes simplex virus in the same Western blot by using dual antibody probes. Lin, J.C., Pagano, J.S. J. Virol. (1986) [Pubmed]
  3. Histochemical assessment of cytochrome oxidase activity for monitoring ischemic muscle injury. Millis, R.M., Stephens, T.A., Harris, G., Anonye, C., Reynolds, M. Exp. Neurol. (1985) [Pubmed]
  4. Cytochemical localization and measurement of aerobic 3,3'-diaminobenzidine oxidation reactions in photosynthetically grown Rhodospirillum rubrum. Gierczak, J.S., Stevens, F.J., Pankratz, H.S., Uffen, R.L. J. Histochem. Cytochem. (1982) [Pubmed]
  5. Improved cytochemical methods for demonstrating cell death using LR White as an embedding medium. Al-Hazzaa, A.A., Bowen, I.D. Histochem. J. (1998) [Pubmed]
  6. Electron microscopic observation of mu-opioid receptor in the rat area postrema. Guan, J.L., Wang, Q.P., Nakai, Y. Peptides (1999) [Pubmed]
  7. NADPH-oxidase expression and in situ production of superoxide by osteoclasts actively resorbing bone. Steinbeck, M.J., Appel, W.H., Verhoeven, A.J., Karnovsky, M.J. J. Cell Biol. (1994) [Pubmed]
  8. Sorting of endocytosed transferrin and asialoglycoprotein occurs immediately after internalization in HepG2 cells. Stoorvogel, W., Geuze, H.J., Strous, G.J. J. Cell Biol. (1987) [Pubmed]
  9. Response of chemically induced hepatocytelike cells in hamster pancreas to methyl clofenapate, a peroxisome proliferator. Rao, M.S., Reddy, M.K., Reddy, J.K., Scarpelli, D.G. J. Cell Biol. (1982) [Pubmed]
  10. Immunocytochemical localization of gamma-glutamyltransferase in induced hyperplastic nodules of rat liver. Spater, H.W., Quintana, N., Becker, F.F., Novikoff, A.B. Proc. Natl. Acad. Sci. U.S.A. (1983) [Pubmed]
  11. Impact of epidermal growth factor receptor expression on survival and pattern of relapse in patients with advanced head and neck carcinoma. Ang, K.K., Berkey, B.A., Tu, X., Zhang, H.Z., Katz, R., Hammond, E.H., Fu, K.K., Milas, L. Cancer Res. (2002) [Pubmed]
  12. Stress responses to polycyclic aromatic hydrocarbons in Arabidopsis include growth inhibition and hypersensitive response-like symptoms. Alkio, M., Tabuchi, T.M., Wang, X., Colón-Carmona, A. J. Exp. Bot. (2005) [Pubmed]
  13. Comparative image analysis of EGF immunoreaction in rat submandibular gland using 3,3'-diaminobenzidine with metal enhancer substrate. Tajima, Y., Kawasaki, M., Ohno, J., Kusama, K., Maruyama, S., Kato, K. Biotechnic & histochemistry : official publication of the Biological Stain Commission. (2000) [Pubmed]
  14. Three-way differentiation of Chinese hamster ovary chromosomes by immunoperoxidase technique using a monoclonal anti-bromodeoxyuridine antibody. Piñero, J., Ortiz, T., Cortés, F. Biotechnic & histochemistry : official publication of the Biological Stain Commission. (1993) [Pubmed]
  15. Shift of equilibrium density induced by 3,3'-diaminobenzidine cytochemistry: a new procedure for the analysis and purification of peroxidase-containing organelles. Courtoy, P.J., Quintart, J., Baudhuin, P. J. Cell Biol. (1984) [Pubmed]
  16. Changes in peroxisomes in preneoplastic liver of rats induced by 3'-methyl-4-dimethylaminoazobenzene. Itabashi, M., Mochizuki, Y., Tsukada, H. Cancer Res. (1977) [Pubmed]
  17. Electron microscopic and peroxidase cytochemical analysis of pink pseudo-Chediak-Higashi granules in acute myelogenous leukemia. Dittman, W.A., Kramer, R.J., Bainton, D.F. Cancer Res. (1980) [Pubmed]
  18. The production and characterization of monoclonal antibodies to a human colonic antigen associated with ulcerative colitis: cellular localization of the antigen by using the monoclonal antibody. Das, K.M., Sakamaki, S., Vecchi, M., Diamond, B. J. Immunol. (1987) [Pubmed]
  19. A novel method for measuring protein expression at the cell surface. Stoorvogel, W., Oorschot, V., Neve, B. J. Cell. Sci. (1993) [Pubmed]
  20. Nitric oxide inhibits peroxidase activity of cytochrome c.cardiolipin complex and blocks cardiolipin oxidation. Vlasova, I.I., Tyurin, V.A., Kapralov, A.A., Kurnikov, I.V., Osipov, A.N., Potapovich, M.V., Stoyanovsky, D.A., Kagan, V.E. J. Biol. Chem. (2006) [Pubmed]
  21. Oxidative burst and expression of germin/oxo genes during wounding of ryegrass leaf blades: comparison with senescence of leaf sheaths. Le Deunff, E., Davoine, C., Le Dantec, C., Billard, J.P., Huault, C. Plant J. (2004) [Pubmed]
  22. Treatment of pancreatic cancer cells with dicumarol induces cytotoxicity and oxidative stress. Lewis, A., Ough, M., Li, L., Hinkhouse, M.M., Ritchie, J.M., Spitz, D.R., Cullen, J.J. Clin. Cancer Res. (2004) [Pubmed]
  23. The surface glycoproteins of human skin fibroblasts detected after electrophoresis by the binding of peanut (Arachis hypogaea) agglutinin and Ricinus communis (castor-bean) agglutinin I. Gordon, B.B., Pena, S.D. Biochem. J. (1982) [Pubmed]
  24. Convergence of synaptic inputs from the striatum and the globus pallidus onto identified nigrocollicular cells in the rat: a double anterograde labelling study. Smith, Y., Bolam, J.P. Neuroscience (1991) [Pubmed]
  25. Characterization of antibody against human liver guanase by immunoblotting and immunohistochemical staining of human liver guanase by a direct labeling antibody-enzyme method. Ito, S., Iwasaki, A., Syundo, J., Tamura, Y., Kishi, S., Mori, H., Ii, K., Matsuda, Y., Katsunuma, N. J. Histochem. Cytochem. (1989) [Pubmed]
  26. Immunological detection of alkaline-diaminobenzidine-negativeperoxisomes of the nematode Caenorhabditis elegans purification and unique pH optima of peroxisomal catalase. Togo, S.H., Maebuchi, M., Yokota, S., Bun-Ya, M., Kawahara, A., Kamiryo, T. Eur. J. Biochem. (2000) [Pubmed]
  27. Cytochemical distinction between azurophils and catalase-containing granules in leukocytes. I. Studies in developing neutrophils and monocytes from patients with myeloperoxidase deficiency: comparison with peroxidase-deficient chicken heterophils. Breton-Gorius, J., Coquin, Y., Guichard, J. Lab. Invest. (1978) [Pubmed]
  28. Retrograde horseradish peroxidase tracing combined with localization of choline acetyltransferase immunoreactivity. Wainer, B.H., Rye, D.B. J. Histochem. Cytochem. (1984) [Pubmed]
  29. Labeled carcinoembryonic antigen antibodies excitable by infrared rays: a novel diagnostic method for micro cancers in the digestive tract. Muguruma, N., Ito, S., Bando, T., Taoka, S., Kusaka, Y., Hayashi, S., Ichikawa, S., Matsunaga, Y., Tada, Y., Okamura, S., Ii, K., Imaizumi, K., Nakamura, K., Takesako, K., Shibamura, S. Intern. Med. (1999) [Pubmed]
  30. Chemiluminescent enhanced CD47 detection on Western blotting. Yuan, F.F., Mihrshahi, S., Fletcher, A. Electrophoresis (1996) [Pubmed]
  31. Early detection and measurement of experimental myocardial infarcts with horseradish peroxidase. Farb, A., Kolodgie, F.D., Jones, R.M., Jenkins, M., Virmani, R. J. Mol. Cell. Cardiol. (1993) [Pubmed]
  32. The effect of melanin pigment removal on the peroxidase-antiperoxidase immunoperoxidase technic. McGovern, J., Crocker, J. Am. J. Clin. Pathol. (1987) [Pubmed]
  33. Application of automatic image analysis for quantitative morphological studies of peroxisomes in rat liver in conjunction with cytochemical staining with 3-3'-diaminobenzidine and immunocytochemistry. Beier, K., Fahimi, H.D. Microsc. Res. Tech. (1992) [Pubmed]
  34. Iron quantification in cerebrospinal fluid. LeVine, S.M., Wulser, M.J., Lynch, S.G. Anal. Biochem. (1998) [Pubmed]
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