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N6639

Sigma-Aldrich

Nitrotetrazolium Blue chloride

powder, electrophoresis grade

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:
298-83-9
Molecular Weight:
817.64
Beilstein:
4115923
EC Number:
206-067-4
MDL number:
MFCD00012159
UNSPSC Code:
12171500
PubChem Substance ID:
24897786
NACRES:
NA.52

grade

electrophoresis grade

Quality Level

100

Assay

>90%

form

powder

technique(s)

electrophoresis: suitable

solubility

H2O: 10 mg/mL (A stock solution at 10mg/ml in water is stable for 1-2 weeks in the dark at 0-4°C.)
2-methoxyethanol: 20 mg/mL
ethanol: 5 mg/mL

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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General description

Nitrotetrazolium Blue chloride (NBT) is a dye that is used for detection of alkaline phosphatase in combination with 5-bromo-4-chloro-3-indoxyl phosphate (BCIP).

Application

Nitrotetrazolium Blue chloride has been used:
  • to determine the superoxide anion in skeletal muscle cells
  • as a component in Tris-HCl buffered saline for nicotinamide adenine dinucleotide phosphate (NADPH)-diaphorase histochemistry of brain sections
  • as a chromogenic substrate to study the histochemical detection of hydrogen peroxide (H2O2) and superoxide (O2- ) anion in Brassica juncea seedlings
  • as a component in Triton X-100 solution to perform staining of coronal brain sections

Biochem/physiol Actions

Nitrotetrazolium Blue chloride (NBT) has also been used as a colorimetric indicator of bacterial infection in blood samples. NBT has also been used as a redox indicator for other enzymatic reactions. NBT produces a dark blue insoluble formazan compound while reacting with O2.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Ontogenesis of NADPH-diaphorase positive neurons in guinea pig neocortex
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Low Intensity Exercise Training Improves Skeletal Muscle Regeneration Potential
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Frontiers in Physiology, 6 (2015)
Histochemical detection of superoxide and H2O2 accumulation in Brassica juncea seedlings
Kumar D, et al.
Bio-protocol, 4(8), e1108-e1108 (2014)
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