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93862

Sigma-Aldrich

Nitrotetrazolium Blue chloride

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

Synonym(s):
3,3′-(3,3′-Dimethoxy-4,4′-biphenylene)bis[2-(4-nitrophenyl)-5-phenyl-2H-tetrazolium chloride], 2,2′-bis(4-Nitrophenyl)-5,5′-diphenyl-3,3′-(3,3′-dimethoxy-4,4′-diphenylene)ditetrazolium chloride, p-Nitrotetrazolium blue, Nitro BT, NBT, p-Nitro-Blue tetrazolium chloride
Linear Formula:
C40H30N10O6 · 2Cl
CAS Number:
Molecular Weight:
817.64
Beilstein:
4115923
MDL number:
PubChem Substance ID:
NACRES:
NA.54

Quality Level

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

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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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

More documents

Quotes and Ordering

Methyl green and nitrotetrazolium blue chloride co-expression in colon tissue: A hyperspectral microscopic imaging analysis.
Li Q, et al.
Optics & Laser technology, 64, 337-342 (2014)
Technique for the performance of the nitro-blue tetrazolium (NBT) test.
Freeman R and King B
Journal of Clinical Pathology, 25(10), 912-912 (1972)
Fluorescent in situ hybridization employing the conventional NBT/BCIP chromogenic stain.
Trinh L A, et al.
Biotechniques, 42(6), 756-759 (2007)
Irina S Balan et al.
Brain research, 1316, 112-119 (2009-12-29)
A histo-enzymatic technique for visualizing and quantifying endogenous NAD(H) in brain tissue was developed, based on coupled enzymatic cycling reactions that reduce nitrotetrazolium blue chloride to produce formazan. Conditions were used where the endogenous level of nicotinamide adenine dinucleotides (NAD(H))

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