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D8001 Sigma-Aldrich

3,3′-Diaminobenzidine

≥99% (HPLC)

Synonym: 3,3′,4,4′-Biphenyltetramine, 3,3′,4,4′-Tetraaminobiphenyl, DAB

  • CAS Number 91-95-2

  • Linear Formula (NH2)2C6H3C6H3(NH2)2

  • Molecular Weight 214.27

  •  Beilstein Registry Number 1212988

  •  EC Number 202-110-6

  •  MDL number MFCD00007725

  •  PubChem Substance ID 24894175

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Description

Application

Peroxidase substrate; reagent for spectrophotometric determination of selenium.

Quality

Color: tan to brown.

Price and Availability

Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.



Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Personal Protective Equipment 
WGK Germany 
1
RTECS 
DV8750000

Protocols & Articles

Articles

Colorimetric Alkaline Phosphatase and Peroxidase Substrate Detection Systems

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 substrat...
BioFiles 2008, 3.4, 6.
Keywords: Applications, Enzyme-linked immunosorbent assay, Formulations, Immunohistochemistry, Western blot

Peer-Reviewed Papers

References

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Electron microscopy of endocytic pathways. Ranftler C, Auinger P, Meisslitzer-Ruppitsch C, et al. Methods Mol. Biol. 931, 437-47, (2013)

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Photooxidation technology for correlative light and electron microscopy. Meisslitzer-Ruppitsch C, Röhrl C, Ranftler C, et al. Methods Mol. Biol. 931, 423-36, (2013)

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Toll receptors type-2 and CR3 expression of canine monocytes and its correlation with immunohistochemistry and xenodiagnosis in visceral leishmaniasis. Amorim, I.F., et al. PLoS ONE 6, e27679, (2011)

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High Expression of Complement Component 5 (C5) at Tumor Site Associates with Superior Survival in Ewing's Sarcoma Family of Tumour Patients. Savola S, Klami A, Myllykangas S, et al. ISRN Oncol. 2011, 168712, (2011)

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Detection of human cytomegalovirus in motile spermatozoa and spermatogenic cells in testis organotypic culture. Naumenko VA Herpesviridae 2(1), 7, (2011)

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Dynamics of neuroinflammation in the macrosphere model of arterio-arterial embolic focal ischemia: an approximation to human stroke patterns. Walberer M, Rueger MA, Simard ML, et al. Exp. Transl. Stroke Med. 2(1), 22, (2010)

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Impaired Adult Neurogenesis in the Dentate Gyrus of a Triple Transgenic Mouse Model of Alzheimer’s Disease Knight, E.M., et al. PLoS ONE 3, e2935, (2008)

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Mmp-20 and Klk4 cleavage site preferences for amelogenin sequences. Nagano T, Kakegawa A, Yamakoshi Y, et al. J. Dent. Res. 88(9), 823-8, (2009)

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Effect of varicocele on sperm function and semen oxidative stress. Blumer CG, Restelli AE, Giudice PT, et al. BJU Int. 109(2), 259-65, (2012)

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Expression of calbindin-D28k and its regulation by estrogen in the human endometrium during the menstrual cycle. Yang H, Kim TH, Lee HH, et al. Reprod. Biol. Endocrinol. 9, 28, (2011)

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NMDA receptor activation increases free radical production through nitric oxide and NOX2. Helene Girouard et al J. Neurosci. 29, 2545-52, (2009)

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Porous covalent electron-rich organonitridic frameworks as highly selective sorbents for methane and carbon dioxide. Mohanty P, Kull LD, and Landskron K Nat. Commun. 2, 401, (2011)

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Proneoplastic effects of PGE2 mediated by EP4 receptor in colorectal cancer. Glen A Doherty et al BMC Cancer 9, 207, (2009)

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Phosphoglycerate kinase 2 (PGK2) is essential for sperm function and male fertility in mice. Danshina, P.V., et al. Biol. Reprod. 82, 136-45, (2010)

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Dopaminergic modulation of effort-related choice behavior as assessed by a progressive ratio chow feeding choice task: pharmacological studies and the role of individual differences. Randall PA, Pardo M, Nunes EJ, et al. PLoS ONE 7(10), e47934, (2012)

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Cervical carcinoma-associated fibroblasts are DNA diploid and do not show evidence for somatic genetic alterations. Corver WE, Ter Haar NT, Fleuren GJ, et al. Cell. Oncol. (Dordr.) 34(6), 553-63, (2011)

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Serotonin targets inhibitory synapses to induce modulation of network functions. Manzke T Philos. Trans. R. Soc. Lond., B, Biol. Sci. 364(1529), 2589-602, (2009)

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Topography of Somatostatin Gene Expression Relative to Molecular Progenitor Domains during Ontogeny of the Mouse Hypothalamus. Morales-Delgado N, Merchan P, Bardet SM, et al. Front. Neuroanat. 5, 10, (2011)

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Detection of single-nucleotide polymorphisms with novel leaky surface acoustic wave biosensors, DNA ligation and enzymatic signal amplification. Xu Q, Chang K, Lu W, et al. Biosens. Bioelectron. 33(1), 274-8, (2012)

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Combined light and electron microscopy using diaminobenzidine photooxidation to monitor trafficking of lipids derived from lipoprotein particles. Röhrl C, Meisslitzer-Ruppitsch C, Bittman R, et al. Curr. Pharm. Biotechnol. 13(2), 331-40, (2012)

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A single gene, AIN, in Medicago truncatula mediates a hypersensitive response to both bluegreen aphid and pea aphid, but confers resistance only to bluegreen aphid. John P. Klingler et al J. Exp. Bot. 60, 4115-27, (2009)

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Glioma cells on the run - the migratory transcriptome of 10 human glioma cell lines. Tim Demuth et al BMC Genomics 9, 54, (2008)

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Double dissociation of spike timing-dependent potentiation and depression by subunit-preferring NMDA receptor antagonists in mouse barrel cortex. Banerjee A Cereb. Cortex 19(12), 2959-69, (2009)

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Different Susceptibility to Neurodegeneration of Dorsal and Ventral Hippocampal Dentate Gyrus: A Study with Transgenic Mice Overexpressing GSK3β. Almudena Fuster-Matanzo et al PLoS ONE 6, e27262, (2011)

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Neuroprotective effect of long-term NDI1 gene expression in a chronic mouse model of Parkinson disorder. Jennifer Barber-Singh et al Rejuvenation Res. 12, 259-67, (2009)

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Salinity-induced subcellular accumulation of H(2)O (2) in leaves of rice. Yamane K, Taniguchi M, and Miyake H Protoplasma 249(2), 301-8, (2012)

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Lateral habenula projections to dopamine and GABA neurons in the rat ventral tegmental area. Omelchenko N Eur. J. Neurosci. 30(7), 1239-50, (2009)

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Amygdaloid projections to the ventral striatum in mice: direct and indirect chemosensory inputs to the brain reward system. Novejarque A, Gutiérrez-Castellanos N, Lanuza E, et al. Front. Neuroanat. 5, 54, (2011)

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Compartment-specific antioxidative defense in Arabidopsis against virulent and avirulent Pseudomonas syringae. Großkinsky DK, Koffler BE, Roitsch T, et al. Phytopathology 102(7), 662-73, (2012)

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MYCN promotes the expansion of Phox2B-positive neuronal progenitors to drive neuroblastoma development. Goleeta Alam et al Am. J. Pathol. 175, 856-66, (2009)

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The medial paralemniscal nucleus and its afferent neuronal connections in rat. Varga T, Palkovits M, Usdin TB, et al. J. Comp. Neurol. 511(2), 221-37, (2008)

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Rab8 regulates basolateral secretory, but not recycling, traffic at the recycling endosome. Lauren Henry et al Mol. Biol. Cell 19, 2059-68, (2008)

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Iridoid glycosides fraction of Folium syringae leaves modulates NF-κB signal pathway and intestinal epithelial cells apoptosis in experimental colitis. Liu X and Wang JM PLoS ONE 6(9), e24740, (2011)

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Chemokine-like receptor-1 expression by central nervous system-infiltrating leukocytes and involvement in a model of autoimmune demyelinating disease. Kareem L. Graham et al J. Immunol. 183, 6717-23, (2010)

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Development and evaluation of an enzyme-linked immunosorbent assay based on recombinant VP2 capsids for the detection of antibodies to Aleutian mink disease virus. Knuuttila A Clin. Vaccine Immunol. 16(9), 1360-5, (2009)

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MicroRNA-mediated inhibition of prostate-derived Ets factor messenger RNA translation affects prostate-derived Ets factor regulatory networks in human breast cancer. Victoria J Findlay et al Cancer Res. 68, 8499-506, (2009)

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Neonatal programming by immunological challenge: effects on ovarian function in the adult rat. Wu XQ Reproduction 141(2), 241-8, (2011)

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Increased matrix metalloproteinase-2 and bone sialoprotein response to human coronal caries. Boushell LW, Nagaoka H, Nagaoka H, et al. Caries Res. 45(5), 453-9, (2011)

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Pregnane X receptor suppresses proliferation and tumourigenicity of colon cancer cells. Ouyang N Br. J. Cancer 102(12), 1753-61, (2010)

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A novel orthotopic mouse model of human anaplastic thyroid carcinoma. Nucera C Thyroid 19(10), 1077-84, (2009)

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Ascl1 is a required downstream effector of Gsx gene function in the embryonic mouse telencephalon. Bei Wang et al Neural Dev. 4, 5, (2009)

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Synthesis, spectroscopic studies and crystal structure of the Schiff base ligand L derived from condensation of 2-thiophenecarboxaldehyde and 3,3'-diaminobenzidine and its complexes with Co(II), Ni(II), Cu(II), Cd(II) and Hg(II): Comparative DNA binding studies of L and its Co(II), Ni(II) and Cu(II) complexes. Shakir M, Abbasi A, Azam M, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 79(5), 1866-75, (2011)

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Oxidative stress and antioxidant response in Hypericum perforatum L. plants subjected to low temperature treatment. Skyba M, Petijová L, Košuth J, et al. J. Plant Physiol. 169(10), 955-64, (2012)

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Histochemistry and cytochemistry of 3,3'-diaminobenzidine. A review. Litwin JA Folia Histochem. Cytochem. (Krakow.) 17(1), 3-28, (1979)

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Therapeutic effects of erythropoietin on histological and functional outcomes following traumatic brain injury in rats are independent of hematocrit. Zhang Y, Xiong Y, Mahmood A, et al. Brain Res. 1294, 153-64, (2009)

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Mesenchymal stem cell transplantation ameliorates motor function deterioration of spinocerebellar ataxia by rescuing cerebellar Purkinje cells. Chang YK J. Biomed. Sci. 18, 54, (2011)

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Compartment-specific regulation of plasma membrane calcium ATPase type 2 in the chick auditory brainstem. Wang Y J. Comp. Neurol. 514(6), 624-40, (2009)

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Targeted mutation of the calbindin D28K gene disrupts circadian rhythmicity and entrainment. Lance J Kriegsfeld et al Eur. J. Neurosci. 27, 2907-21, (2009)

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Altered dopamine signaling in naturally occurring maternal neglect. Gammie SC PLoS ONE 3(4), e1974, (2008)

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Glycosylation of erythrocyte spectrin and its modification in visceral leishmaniasis. Samanta S, Dutta D, Ghoshal A, et al. PLoS ONE 6(12), e28169, (2011)

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Evidence that the extraocular motor nuclei innervate monkey palisade endings. Lars Zimmermann et al Neurosci. Lett. 489, 89-93, (2011)

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Modulation of stress proteins and apoptotic regulators in the anoxia tolerant turtle brain. Shailaja Kesaraju et al J. Neurochem. 109, 1413-26, (2009)

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Nalfurafine prevents 5'-guanidinonaltrindole- and compound 48/80-induced spinal c-fos expression and attenuates 5'-guanidinonaltrindole-elicited scratching behavior in mice. Saadet Inan et al Neuroscience 163, 23-33, (2009)

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in vivo biodistribution of a highly attenuated recombinant vesicular stomatitis virus expressing HIV-1 Gag following intramuscular, intranasal, or intravenous inoculation. J. Erik Johnson et al Vaccine 27, 2930-9, (2009)

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Proliferation marker securin identifies favourable outcome in invasive ductal breast cancer. Talvinen K Br. J. Cancer 99(2), 335-40, (2008)

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Secretion of stress protein grp170 promotes immune-mediated inhibition of murine prostate tumor. Gao P Cancer Immunol. Immunother. 58(8), 1319-28, (2009)

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Lipid-induced peroxidation in the intestine is involved in glucose homeostasis imbalance in mice. Serino M PLoS ONE 6(6), e21184, (2011)

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Changes in oral cytokeratin expression in HIV-infected subjects with long-term use of HAART. Nittayananta W, Mitarnun W, Talungchit S, et al. Oral Dis. 18(8), 793-801, (2012)

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Elevation of inducible nitric oxide synthase and cyclooxygenase-2 expression in the mouse brain after chronic nonylphenol exposure. Yan-Qiu Zhang et al Int. J. Mol. Sci. 9, 1977-88, (2008)

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The neurokinin-3 (NK3) and the neurokinin-1 (NK1) receptors are differentially targeted to mesocortical and mesolimbic projection neurons and to neuronal nuclei in the rat ventral tegmental area. Lessard A Synapse 63(6), 484-501, (2009)

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Elimination of alpha-gal xenoreactive epitope: alpha-galactosidase treatment of porcine heart valves. Choi SY, Jeong HJ, Lim HG, et al. J. Heart Valve Dis. 21(3), 387-97, (2012)

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miR-29a modulates neuronal differentiation through targeting REST in mesenchymal stem cells. Duan P, Sun S, Li B, et al. PLoS ONE 9(5), e97684, (2014)

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Evolutional selection of a combinatorial phage library displaying randomly-rearranged various single domains of immunoglobulin (Ig)-binding proteins (IBPs) with four kinds of Ig molecules. Yang, H BMC Microbiol. 8, 137, (2008)

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Effects of cardiopulmonary bypass on tight junction protein expressions in intestinal mucosa of rats. Ying-Jie Sun et al World J. Gastroenterol. 14, 5868-75, (2008)

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Diaminobenzidine photoconversion is a suitable tool for tracking the intracellular location of fluorescently labelled nanoparticles at transmission electron microscopy. Malatesta M, Giagnacovo M, Costanzo M, et al. Eur. J. Histochem. 56(2), e20, (2012)

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The role of endothelin receptor A during myelination of developing oligodendrocytes. Kyung Jin Jung et al J. Korean Med. Sci. 26, 92-9, (2011)

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New silver-gold intensification method of diaminobenzidine for double-labeling immunoelectron microscopy. Dobó E, Takács VT, Gulyás AI, et al. J. Histochem. Cytochem. 59(3), 258-69, (2011)

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Expressions of cardiac sympathetic norepinephrine transporter and beta1-adrenergic receptor decreased in aged rats. Li H J. Zhejiang Univ. Sci. B 10(3), 203-10, (2009)

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Chromogen-based immunohistochemical method for elucidation of the coexpression of two antigens using antibodies from the same species. Nakata T and Suzuki N J. Histochem. Cytochem. 60(8), 611-9, (2012)

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Energy filtering transmission electron microscopy immunocytochemistry and antigen retrieval of surface layer proteins from Tannerella forsythensis using microwave or autoclave heating with citraconic anhydride. Moriguchi K, Mitamura Y, Iwami J, et al. Biotech. Histochem. 87(8), 485-93, (2012)

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Immunohistochemical and immunofluorescence procedures for protein analysis. Katikireddy KR and O'Sullivan F Methods Mol. Biol. 784, 155-67, (2011)

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Beil. 13,IV,530

Corp MSDS 1 (1), 1046:D / FT-IR 1 (1), 1236:B / FT-IR 2 (2), 2098:C / IR-Spectra (2), 651:C / IR-Spectra (3), 740:B / RegBook 1 (1), 1429:E / Sax 6, 434 / Sigma FT-IR 1 (2), 123:A / Structure Index 1, 223:C:3

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