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Nitro blue tetrazolium chloride: Difference between revisions

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| Formula = C<sub>40</sub>H<sub>30</sub>Cl<sub>2</sub>N<sub>10</sub>O<sub>6</sub>
| Formula = C<sub>40</sub>H<sub>30</sub>Cl<sub>2</sub>N<sub>10</sub>O<sub>6</sub>
| MolarMass = 817.64 g/mol
| MolarMass = 817.64 g/mol
| Appearance =
| Appearance = yellow crystalline powder
| Density =
| Density =
| MeltingPt =
| MeltingPt = 200°C
| BoilingPt =
| BoilingPt =
| Solubility =
| Solubility =
}}
}}
| Section3 = {{Chembox Hazards
| Section3 = {{Chembox Hazards
| MainHazards = may be reactive based on presence of tetrazole group, nitro group and contiguous nitrogen atoms
| MainHazards =
| FlashPt =
| FlashPt = not available
| Autoignition =
| Autoignition =
| LD50 = 2gm/kg
}}
}}
}}
}}

Revision as of 16:26, 25 August 2010

Nitro blue tetrazolium chloride
Identifiers
3D model (JSmol)
ECHA InfoCard 100.005.517 Edit this at Wikidata
  • [Cl-].[Cl-].[O-][N+](=O)c1ccc(cc1)n2nc

    (n[n+]2c3ccc(cc3OC)c7ccc([n+]5nc (nn5c4ccc(cc4)[N+]([O-])=O)

    c6ccccc6)c(OC)c7)c8ccccc8
Properties
C40H30Cl2N10O6
Molar mass 817.64 g/mol
Appearance yellow crystalline powder
Melting point 200°C
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
may be reactive based on presence of tetrazole group, nitro group and contiguous nitrogen atoms
Flash point not available
Lethal dose or concentration (LD, LC):
2gm/kg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Nitro blue tetrazolium is a chemical compound composed of two tetrazole moieties. It is used in immunology for sensitive detection of alkaline phosphatase (with BCIP). NBT serves as the oxidant and BCIP is the AP-substrate (and gives also dark blue dye).

Clinical significance

In immunohistochemistry the alkaline phosphatase is often used as a marker, conjugated to an antibody. The colored product can either be of the NBT/BCIP reaction reveals where the antibody is bound, or can be used in immunofluorescence.[1]

The NBT/BCIP reaction is also used for colorimetric/spectrophotometric activity assays of oxidoreductases. One application is in activity stains in gel electrophoresis, such as with the mitochondrial electron transport chain complexes.[2]

Nitro blue tetrazolium is used in a diagnostic test,[3] particularly for chronic granulomatous disease and other diseases of phagocyte function. A disease where there is a defect in NADPH oxidase, therefore the phagocyte is unable to make the reactive oxygen species or radicals required for bacterial killing and results in bacteria thriving within the phagocyte.[4]

References

  1. ^ Trinh le A, McCutchen MD, Bonner-Fraser M, Fraser SE, Bumm LA, McCauley DW (2007). "Fluorescent in situ hybridization employing the conventional NBT/BCIP chromogenic stain". BioTechniques. 42 (6): 756–9. doi:10.2144/000112476. PMID 17612300. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  2. ^ Nisimoto Y, Wilson E, Heyl BL, Lambeth JD (5 January 1986). "NADH dehydrogenase from bovine neutrophil membranes. Purification and properties". J. Biol. Chem. 261 (1): 285–90. PMID 3941077.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. ^ Freeman, R (1972). "Technique for the performance of the nitro-blue tetrazolium (NBT) test". Journal of Clinical Pathology. 25 (10): 912–914. doi:10.1136/jcp.25.10.912. PMC 477548. PMID 4119008. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help); Unknown parameter |month= ignored (help)
  4. ^ Nathan DG, Baehner RL, Weaver DK (1969). "Failure of nitro blue tetrazolium reduction in the phagocytic vacuoles of leukocytes in chronic granulomatous disease". J. Clin. Invest. 48 (10): 1895–904. doi:10.1172/JCI106156. PMC 322426. PMID 5387730. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)