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INT (chemical)

From Wikipedia, the free encyclopedia
INT
Names
IUPAC name
3-(4-Iodophenyl)-2-(4-nitrophenyl)-5-phenyl-2H-tetrazol-3-ium chloride
Other names
2-(4-Iodophenyl)-3-(4-nitrophenyl)-5-phenyltetrazolium chloride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.161 Edit this at Wikidata
UNII
  • InChI=1S/C19H13IN5O2.ClH/c20-15-6-8-16(9-7-15)23-21-19(14-4-2-1-3-5-14)22-24(23)17-10-12-18(13-11-17)25(26)27;/h1-13H;1H/q+1;/p-1
    Key: JORABGDXCIBAFL-UHFFFAOYSA-M
  • [Cl-].[O-][N+](=O)c1ccc(cc1)n3nc(n[n+]3c2ccc(I)cc2)c4ccccc4
Properties
C19H13ClIN5O2
Molar mass 505.70 g·mol−1
Melting point 240 °C (464 °F; 513 K) (decomposes)
Solubility in methanol: water (1:1) 50 mg/mL hot, very faintly turbid, very deep yellow
log P −2.4
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

INT (iodonitrotetrazolium or 2-(4-iodophenyl)-3-(4-nitrophenyl)-5-phenyl-2H-tetrazolium) is a commonly used tetrazolium salt (usually prepared with chloride ions), similar to tetrazolium chloride that on reduction produces a red formazan dye that can be used for quantitative redox assays. It is also toxic to prokaryotes.[1]

INT is an artificial electron acceptor that can be utilized in a colorimetric assay to determine the concentration of protein in a solution. It can be reduced by succinate dehydrogenase to furazan, the formation of which can be measured by absorbance at 490 nm. The activity of succinate dehydrogenase is readily observed by the naked eye as the solution turns from colorless to rusty red.

See also

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References

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  1. ^ Villegas-Mendoza, Josué; Cajal-Medrano, Ramón; Maske, Helmut (2015). "INT (2-(4-Iodophenyl)-3-(4-Nitrophenyl)-5-(Phenyl) Tetrazolium Chloride) Is Toxic to Prokaryote Cells Precluding Its Use with Whole Cells as a Proxy for In Vivo Respiration". Microbial Ecology. 70 (4): 1004–1011. doi:10.1007/s00248-015-0626-3. PMID 25991603. S2CID 15264318.