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93145

Sigma-Aldrich

1,3,5-Triphenyltetrazolium formazan

≥90% (UV)

Synonym(s):

TTC formazan

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About This Item

Empirical Formula (Hill Notation):
C19H16N4
CAS Number:
531-52-2
Molecular Weight:
300.36
Beilstein:
753057
EC Number:
208-509-1
MDL number:
MFCD00020647
UNSPSC Code:
12352204
PubChem Substance ID:
57653521
NACRES:
NA.83

Quality Level

100

Assay

≥90% (UV)

form

powder

solubility

dioxane: 50 mg/mL, clear

SMILES string

N(\N=C(/N=N/c1ccccc1)c2ccccc2)c3ccccc3

InChI

1S/C19H16N4/c1-4-10-16(11-5-1)19(22-20-17-12-6-2-7-13-17)23-21-18-14-8-3-9-15-18/h1-15,20H/b22-19-,23-21+

InChI key

BEIHVSJTPTXQGB-YMGPPEANSA-N

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General description

1,3,5-Triphenyltetrazolium formazan is an insoluble compound produced upon the reduction of 2,3,5-triphenyl-2H-tetrazolium chloride (TTC) salt, which is an indicator of cell redox potential. This reaction is irreversible. TTC formazan is brightly colored and can be quantified using a spectrophotometer.

Application

1,3,5-Triphenyltetrazolium formazan has been used:
  • for the quantification of 2,3,5-triphenyltetrazolium chloride (TTC) reduction activity in bacterial cells
  • as a standard to study the optical density of formazan produced by TTC-treated milled seeds
  • to stain heart tissue for infarct size assessment or undergo perfusion fixation to allow morphometric studies in addition to histology and immunohistochemistry

Other Notes

Review: Tetrazolium salts and formazans

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H400

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Quantification of triphenyl-2H-tetrazoliumchloride reduction activity in bacterial cells
Defez R, et al.
Bio-protocol, 7(2), e2115-e2115 (2017)
Se-Chan Kim et al.
Journal of visualized experiments : JoVE, (65), e3896-e3896 (2012-08-01)
Surgical trauma by thoracotomy in open-chest models of coronary ligation induces an immune response which modifies different mechanisms involved in ischemia and reperfusion. Immune response includes cytokine expression and release or secretion of endogenous ligands of innate immune receptors. Activation
Laura Lopez Del Egido et al.
Frontiers in plant science, 8, 747-747 (2017-06-01)
A comparative analysis was carried out of published methods to assess seed viability using 2,3,5-triphenyltetrazolium chloride (TTC) based assays of seed batches. The tests were carried out on seeds of barley (Hordeum vulgare cv. Optic) as a model. We established
F.P. Altman
Progress in Histochemistry and Cytochemistry, 9(3), 51-51 (1976)
Roberto Defez et al.
Bio-protocol, 7(2), e2115-e2115 (2017-01-20)
This protocol describes the use of the 2,3,5-triphenyl-2H-tetrazolium chloride (TTC) salt to evaluate the cell redox potential of rhizobia cells. The production of brightly colored and insoluble 1,3,5-Triphenyltetrazolium formazan arising from TTC reduction is irreversible and can be easily quantified

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