Nitrotetrazolium blue chloride

Available from stock

Nitrotetrazolium blue chloride

SKU
N0009

Category:

Synonyms
NBT , p-Nitro-Blue tetrazolium chloride , p-Nitrotetrazolium blue , Nitro BT
298-83-9
CAS-Number
C40H30Cl2N10O6
Molecular Formula
817.2
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Specifications

Purity
≥95% (NMR)
Appearance
Yellow powder
Identity
1H-NMR

Properties

Solvents
water, DMSO
Shipping
AMBIENT
Short Term Storage
+4°C
Long Term Storage
-20°C
Handling Advice
Protect from light and moisture.
Use / Stability
Stable for at least 2 years after receipt when stored at -20°C.
Hazard statements
H302-H315-H319-H335
Precautionary statements
P261-P305 + P351 + P338
GHS Symbol
GHS07
Signal word
Warning
Transportation
Not dangerous goods
Description
NADPH-diaphorase substrate that competitively inhibits NOS (nitric oxide synthase). Well-known scavenger of superoxide anions. Dye that is used for detection of alkaline phosphatase in combination with 5-bromo-4-chloro-3-indoxyl phosphate (BCIP). This substrate system produces an insoluble NBT diformazan end product that is blue in color and can be observed visually. When used with BCIP, it is suitable for detection of alkaline phosphatase in western blots, for immunohistological staining procedures and for colorimetric indication of bacterial infection in blood samples. Used as a redox indicator for enzymatic reactions including dehydrogenases, threonine deaminase, glucose-6-phosphate dehydrogenase, phosphofructokinase on polyacrylamide gels, oxidases on polyacrylamide gels and pentose shunt dehydrogenses. 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.
Smiles
[Cl-].[Cl-].COC1=CC(=CC=C1[N+]1=NC(=NN1C1=CC=C(C=C1)[N+]([O-])=O)C1=CC=CC=C1)C1=CC=C(C(OC)=C1)[N+]1=NC(=NN1C1=CC=C(C=C1)[N+]([O-])=O)C1=CC=CC=C1
InChi Key
FSVCQIDHPKZJSO-UHFFFAOYSA-L
References
(1) D.G. Nathan, et al.: J. Clin. Invest. 48, 1895 (1969) , (2) J. McGadey: Histochem. Histochem. Histochim. 23, 180 (1970) , (3) R. Freeman & B. King: J. Clin. Pathol. 25, 912 (1972) , (4) D.A. Knecht & R.L. Dimond: Anal. Biochem. 136, 180 (1984) , (5) Y. Nisimoto, et al.: J. Biol. Chem. 261, 285 (1986) , (6) K. Nichols, et al.: Neuroscience 51, 791 (1992) , (7) C. Libon, et al.: J. Leukoc. Biol. 53, 93 (1993) , (8) C.K. Mittal: Biochem. Biophys. Res. Commun. 193, 126 (1993) , (9) M. De la Fuente, et al.: Comp. Immunol. Microbiol. Infect. Dis. 16, 29 (1993) , (10) A. Pistelli, et al.: Biochem. Pharmacol. 47, 1737 (1994) , (11) A. Trinhle, et al.: BioTechniques 42 , 756 (2007) , (12) J.M. Ross: J. Visual. Exp. 57, e3266 (2011) , (13) Z.A. Siddiqi, et al.: Eur. J. Med. Chem. 57, 102 (2012)
InChi
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

NADPH-diaphorase substrate that competitively inhibits NOS (nitric oxide synthase). Well-known scavenger of superoxide anions. Dye that is used for detection of alkaline phosphatase in combination with 5-bromo-4-chloro-3-indoxyl phosphate (BCIP). This substrate system produces an insoluble NBT diformazan end product that is blue in color and can be observed visually. When used with BCIP, it is suitable for detection of alkaline phosphatase in western blots, for immunohistological staining procedures and for colorimetric indication of bacterial infection in blood samples. Used as a redox indicator for enzymatic reactions including dehydrogenases, threonine deaminase, glucose-6-phosphate dehydrogenase, phosphofructokinase on polyacrylamide gels, oxidases on polyacrylamide gels and pentose shunt dehydrogenses. 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.

Artikelnummer: N0009 Kategorie:

Zusätzliche Informationen

Synonyms

NBT, p-Nitro-Blue tetrazolium chloride, p-Nitrotetrazolium blue, Nitro BT
Purity

≥95% (NMR)
Appearance

Yellow powder
CAS-Number

298-83-9
Molecular Formula

C40H30Cl2N10O6
Molecular Weight

817.2
Identity

1H-NMR
Solvents

water, DMSO
Smiles

[Cl-].[Cl-].COC1=CC(=CC=C1[N+]1=NC(=NN1C1=CC=C(C=C1)[N+]([O-])=O)C1=CC=CC=C1)C1=CC=C(C(OC)=C1)[N+]1=NC(=NN1C1=CC=C(C=C1)[N+]([O-])=O)C1=CC=CC=C1
InChi Key

FSVCQIDHPKZJSO-UHFFFAOYSA-L
Shipping

AMBIENT
Short Term Storage

+4°C
Long Term Storage

-20°C
Handling Advice

Protect from light and moisture.
Use / Stability

Stable for at least 2 years after receipt when stored at -20°C.
Hazard statements

H302-H315-H319-H335
Precautionary statements

P261-P305 + P351 + P338
GHS Symbol

GHS07
Signal word

Warning
Transportation

Not dangerous goods
References

(1) D.G. Nathan, et al.: J. Clin. Invest. 48, 1895 (1969), (2) J. McGadey: Histochem. Histochem. Histochim. 23, 180 (1970), (3) R. Freeman & B. King: J. Clin. Pathol. 25, 912 (1972), (4) D.A. Knecht & R.L. Dimond: Anal. Biochem. 136, 180 (1984), (5) Y. Nisimoto, et al.: J. Biol. Chem. 261, 285 (1986), (6) K. Nichols, et al.: Neuroscience 51, 791 (1992), (7) C. Libon, et al.: J. Leukoc. Biol. 53, 93 (1993), (8) C.K. Mittal: Biochem. Biophys. Res. Commun. 193, 126 (1993), (9) M. De la Fuente, et al.: Comp. Immunol. Microbiol. Infect. Dis. 16, 29 (1993), (10) A. Pistelli, et al.: Biochem. Pharmacol. 47, 1737 (1994), (11) A. Trinhle, et al.: BioTechniques 42 , 756 (2007), (12) J.M. Ross: J. Visual. Exp. 57, e3266 (2011), (13) Z.A. Siddiqi, et al.: Eur. J. Med. Chem. 57, 102 (2012)
InChi

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
Quantity

100 mg, 1 g, Bulk

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