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{{chembox
{{chembox
| verifiedrevid = 443656014
| verifiedrevid = 443656014
|ImageFile=Phenylperi acid.png
|ImageFile=8-Anilinonaphthalene-1-sulfonate.svg
|ImageSize=200px
|ImageSize=200px
|IUPACName=8-(phenylamino)-1-naphthalenesulfonic acid
|IUPACName=8-(phenylamino)-1-naphthalenesulfonate
|OtherNames=Phenylperi acid
|Section1={{Chembox Identifiers
|Section1={{Chembox Identifiers
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C11326
| KEGG = C11326
| 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)
| StdInChI = 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)/p-1
| InChIKey = FWEOQOXTVHGIFQ-UHFFFAOYAB
| StdInChIKey = FWEOQOXTVHGIFQ-UHFFFAOYSA-M
| PubChem=1549065
| SMILES1 = c1ccc(cc1)Nc2cccc3c2c(ccc3)S(=O)(=O)O
| ChemSpiderID = 1266042
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 285527
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = FWEOQOXTVHGIFQ-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=82-76-8
| PubChem=1369
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 1328
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 39708
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB04474
| DrugBank = DB04474
| SMILES = O=S(=O)(O)c2c1c(cccc1ccc2)Nc3ccccc3
| SMILES = [O-]S(=O)(=O)c2c1c(cccc1ccc2)Nc3ccccc3
}}
}}
|Section2={{Chembox Properties
|Section2={{Chembox Properties

Revision as of 13:36, 22 June 2012

8-Anilinonaphthalene-1-sulfonic acid
Names
IUPAC name
8-(phenylamino)-1-naphthalenesulfonate
Identifiers
3D model (JSmol)
ChemSpider
DrugBank
ECHA InfoCard 100.001.308 Edit this at Wikidata
KEGG
  • 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)/p-1
    Key: FWEOQOXTVHGIFQ-UHFFFAOYSA-M
  • [O-]S(=O)(=O)c2c1c(cccc1ccc2)Nc3ccccc3
Properties
C16H13NO3S
Molar mass 299.34 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

8-Anilinonaphthalene-1-sulfonate (ANS) is used as a fluorescent molecular probe.[1] Its permeability to mitochondrial membranes makes it particularly useful.[2]

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)