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N6876

Sigma-Aldrich

Nitrotetrazolium Blue chloride

≥90.0% (HPLC)

Synonym(s):

2,2′-bis(4-Nitrophenyl)-5,5′-diphenyl-3,3′-(3,3′-dimethoxy-4,4′-diphenylene)ditetrazolium chloride, 3,3′-(3,3′-Dimethoxy-4,4′-biphenylene)bis[2-(4-nitrophenyl)-5-phenyl-2H-tetrazolium chloride], p-Nitro-Blue tetrazolium chloride, p-Nitrotetrazolium blue, NBT, Nitro BT

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About This Item

Linear Formula:
C40H30N10O6 · 2Cl
CAS Number:
Molecular Weight:
817.64
Beilstein/REAXYS Number:
4115923
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

Quality Level

assay

≥90.0% (HPLC)

form

powder

impurities

≤10% solvent

solubility

H2O: 10 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

[Cl-].[Cl-].COc1cc(ccc1-[n+]2nc(nn2-c3ccc(cc3)[N+]([O-])=O)-c4ccccc4)-c5ccc(c(OC)c5)-[n+]6nc(nn6-c7ccc(cc7)[N+]([O-])=O)-c8ccccc8

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

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Application

  • Nitrotetrazolium Blue chloride has been used to detect the generation of oxygen metabolites in cells.
  • It has been used as a substrate for western blot detection.
  • It has been used for the staining of histological tissue sections.

Biochem/physiol Actions

Nitrotetrazolium blue (NBT), in combination with BCIP (5-bromo-4-chloro-3-indolyl-phosphate), is required for the detection of labeled probes in western blots. It is part of the colorimetric detection assay. NBT and BCIP dyes detect alkaline phosphatase activity, thereby generating an insoluble purple dye (diformazan). The dye is visible at areas where the labeled probe has hybridized to its target.

Substrates

Substrate for dehydrogenases and other oxidases.

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pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 2 - STOT SE 3

target_organs

Eyes,Central nervous system, Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Measurement of reactive oxygen intermediate production in haemocytes of the penaeid shrimp, Penaeus ?annamei.
Knaap V et al.
Aquaculture (Amsterdam, Netherlands), 191, 89-107 (2000)
Expression of the endothelial lipase gene in murine embryos and reproductive organs.
Lindegaard ML et al.
Journal of Lipid Research, 46, 439-439 (2005)
Drought- and salt-tolerant plants result from overexpression of the AVP1 H+-pump.
Gaxiola RA et al.
Proceedings of the National Academy of Sciences of the USA, 98, 11444-11444 (2001)
Methods in Enzymology, 6, 958-958 (1963)
Fluorescent in situ hybridization employing the conventional NBT/BCIP chromogenic stain.
Trinh le A et al.
Biotechniques, 42, 756-756 (2007)

Articles

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 substrate systems produce an insoluble NBT diformazan end product that is blue to purple in color and can be observed visually.

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