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8-Anilinonaphthalene-1-sulfonic acid

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8-Anilinonaphthalene-1-sulfonic acid
Names
IUPAC name 8-(phenylamino)-1-naphthalenesulfonic acid
Other names Phenylperi acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.308 Edit this at Wikidata
KEGG
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C16H13NO3S/c18-21(19,20)15-11-5-7-12-6-4-10-14(16(12)15)17-13-8-2-1-3-9-13/h1-11,17H,(H,18,19,20)Key: FWEOQOXTVHGIFQ-UHFFFAOYSA-N
  • InChI=1/C16H13NO3S/c18-21(19,20)15-11-5-7-12-6-4-10-14(16(12)15)17-13-8-2-1-3-9-13/h1-11,17H,(H,18,19,20)Key: FWEOQOXTVHGIFQ-UHFFFAOYAB
SMILES
  • O=S(=O)(O)c2c1c(cccc1ccc2)Nc3ccccc3
  • c1ccc(cc1)Nc2cccc3c2c(ccc3)S(=O)(=O)O
Properties
Chemical formula C16H13NO3S
Molar mass 299.34 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

8-Anilinonaphthalene-1-sulfonate (ANS) is used as a fluorescent molecular probe. Its permeability to mitochondrial membranes makes it particularly useful.

References

  1. Andras Malnasi-Csizmadia; György Hegyi; Ferenc Tölgyesi; Andrew G. Szent-Györgyi; and László Nyitray (1999). "Fluorescence measurements detect changes in scallop myosin regulatory domain". European Journal of Biochemistry. 261 (2): 452. doi:10.1046/j.1432-1327.1999.00290.x. PMID 10215856.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. Gains N, Dawson AP (1975). "8-Anilinonaphthalene-1-sulphonate interaction with whole and disrupted mitochondria: a re-evaluation of the use of double-reciprocal plots in the derivation of binding parameters for fluorescent probes binding to mitochondrial membranes". Biochem. J. 148 (1): 157–60. PMC 1165518. PMID 1156395. {{cite journal}}: Unknown parameter |month= ignored (help)


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