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93862 Sigma-Aldrich

Nitrotetrazolium Blue chloride

90.0-110.0% (calc. on dry substance, T)

Synonym: 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

  • CAS Number 298-83-9

  • Linear Formula C40H30N10O6 · 2Cl

  • Molecular Weight 817.64

  •  Beilstein/REAXYS Number 4115923

  •  MDL number MFCD00012159

  •  PubChem Substance ID 329770281

  •  NACRES NA.54

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Properties

Quality Level   100
assay   90.0-110.0% (calc. on dry substance, T)
impurities   ≤10% solvent content
  ≤10% water
λ   in methanol
UV absorption   λ: 252-262 nm Amax
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

Description

Biochem/physiol Actions

Nitrotetrazolium blue chloride (NBT) is used in staining, visualizing and evaluating the damage in brain sections or heart tissues. The principle of the technique is that the redox enzymes like nicotinamide adenine dinucleotide NAD(H) and cofactors present in the cell convert colorless tetrazolium salt to blue formazan. The dead cells remain unstained. It is used in the dual-staining along with methyl green for the hyperspectral microscopic imaging analysis of colon tissues for the diagnosis of colon diseases. NBT is also used for diagnosing microbial infections and phagocytic defects. In conventional chromogenic methods, NBT/ 5-bromo-4-chloro-3-indolyl phosphate (BCIP) is used as a substrate for alkaline phosphatase enzyme reaction, in which NBT is reduced to insoluble purple diformazan.

Analysis Note

solubility:
250 mg in 5 mL methanol: yellow to very dark yellow and light brown-yellow to very dark brown-yellow

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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