All Photos(1)

N6639

Sigma-Aldrich

Nitrotetrazolium Blue chloride

powder, electrophoresis grade

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
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.52

Quality Level

grade

electrophoresis grade

assay

>90%

form

powder

application(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

Packaging

1 g in glass bottle
50, 250 mg in glass insert

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

Flame

Signal Word

Danger

Hazard Statements

Hazard Classifications

Self-react. C

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Histochemical detection of superoxide and H2O2 accumulation in Brassica juncea seedlings
Kumar D, et al.
Bio-protocol, 4(8), e1108-e1108 (2014)
The systemDrive: a Multisite, Multiregion Microdrive with Independent Drive Axis Angling for Chronic Multimodal Systems Neuroscience Recordings in Freely Behaving Animals
Billard MW, et al.
eNeuro, 5(6) (2018)
Low Intensity Exercise Training Improves Skeletal Muscle Regeneration Potential
Pietrangelo T, et al.
Frontiers in Physiology, 6 (2015)
Ontogenesis of NADPH-diaphorase positive neurons in guinea pig neocortex
Liu C, et al.
Frontiers in Neuroanatomy, 9 (2015)
Chihiro Ebihara et al.
Human molecular genetics, 24(15), 4238-4249 (2015-05-03)
Seipin, encoded by BSCL2 gene, is a protein whose physiological functions remain unclear. Mutations of BSCL2 cause the most-severe form of congenital generalized lipodystrophy (CGL). BSCL2 mRNA is highly expressed in the brain and testis in addition to the adipose...

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