A redox-sensitive chromogenic probe
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Product Type

Biochemicals
Labeling & Detection
Dyes, Stains, & Indicators

Research Area

Nitro Blue Tetrazolium (chloride)

Item No. 17341

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,2'-(3,3'-dimethoxy[1,1'-biphenyl]-4,4'-diyl)bis[3-(4-nitrophenyl)-5-phenyl-2H-tetrazolium, dichloride
CAS Number
298-83-9
Synonyms
  • NBT
  • p-Nitro Blue Tetrazolium
  • Nitrotetrazolium Blue
  • NSC 27622
Molecular Formula
C40H30N10O6 • 2Cl
Formula Weight
817.6
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/mlEthanol: 0.25 mg/ml
SMILES
COC1=CC(C2=CC(OC)=C([N+]3=NC(C4=CC=CC=C4)=NN3C5=CC=C([N+]([O-])=O)C=C5)C=C2)=CC=C1[N+]6=NC(C7=CC=CC=C7)=NN6C8=CC=C([N+]([O-])=O)C=C8.[Cl-].[Cl-]
InChi Code
InChI=1S/C40H30N10O6.2ClH/c1-55-37-25-29(13-23-35(37)47-43-39(27-9-5-3-6-10-27)41-45(47)31-15-19-33(20-16-31)49(51)52)30-14-24-36(38(26-30)56-2)48-44-40(28-11-7-4-8-12-28)42-46(48)32-17-21-34(22-18-32)50(53)54;;/h3-26H,1-2H3;2*1H/q+2;;/p-2
InChi Key
FSVCQIDHPKZJSO-UHFFFAOYSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $41

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    500 mg

    $65

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    1 g

    $87

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    5 g

    $312

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    Product Description

    Nitro Blue Tetrazolium (NBT) is a chromogenic substrate that, like other tetrazolium compounds, can be reduced to produce a colored formazan derivative.1 It is used in the “NBT test” to evaluate the activity of NADPH oxidase in phagocytes, which results in the production of blue reduced NBT formazan in normal cells but not in those from patients with chronic granulomatous disease.2,3 NBT can also be used as a chromogenic activity stain for oxidoreductases in gels or solutions.4 More commonly NBT is often paired with 5-bromo-4-chloro-3-inolyl phosphate (PCIB) for the colorimetric detection of alkaline phosphatase activity.5 Alkaline phosphate converts PCIB to a product that reduces NBT to its formazan derivative, resulting in a black-purple precipitate.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sabnis, R.W. Handbook of biological dyes and stains: Synthesis and industrial applications. (2010).

    2. Freeman, R., and King, B. Technique for the performance of the nitro-blue tetrazolium (NBT) test. J. Clin. Pathol. 25(10), 912-914 (1972).

    3. Nathan, D.G., Baechner, R.L., and Weaver, D.K. Failure of nitro blue tetrazolium reduction in the phagocytic vacuoles of leukocytes in chronic granulomatous disease. J. Clin. Invest. 48(10), 1895-1904 (1969).

    4. Nisimoto, Y., Wilson, E., Heyl, B.L., et al. NADH dehydrogenase from bovine neutrophil membranes. Purification and properties. The Journal of Biological Chemisty 261(1), 285-290 (1986).

    5. Trinh, L.A., McCutchen, M.D., Bonner-Fraser, M., et al. Fluorescent in situ hybridization employing the conventional NBT/BCIP chromogenic stain. Biotechniques 42(6), 756-759 (2007).

    Product Citations

    Agrawal, K., Bouchal, J., Das, V., et al. Laboratory techniques in cellular and molecular medicine. (2021).