8-Anilinonaphthalene-1-sulfonic acid

8-Anilinonaphthalene-1-sulfonic acid

Names
Preferred IUPAC name 8-Anilinonaphthalene-1-sulfonic acid
Other names 8-(Phenylamino)naphthalene-1-sulfonic acid
Identifiers
CAS Number	82-76-8  Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:39708  Y
ChEMBL	ChEMBL285527  Y
ChemSpider	1328  Y
DrugBank	DB04474  Y
ECHA InfoCard	100.001.308
KEGG	C11326  Y
PubChem CID	1369
UNII	630I4V6051  Y
CompTox Dashboard (EPA)	DTXSID7058882
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) Y Key: FWEOQOXTVHGIFQ-UHFFFAOYSA-N Y 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−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y  verify  (what is  YN ?) Infobox references

8-Anilinonaphthalene-1-sulfonic acid (ANS), also called 1-anilino-8-naphthalenesulfonate, is an organic compound containing both a sulfonic acid and an amine group. This compound is used as a fluorescent molecular probe. ^[1] For example, ANS can be used to study conformational changes induced by ligand binding in proteins, as ANS's fluorescent properties will change as it binds to hydrophobic regions on the protein surface. Comparison of the fluorescence in the presence and absence of a particular ligand can thus give information about how the binding of the ligand changes the surface of the protein. Its permeability to mitochondrial membranes makes it particularly useful. ^[2]

References

1. Andras Malnasi-Csizmadia; György Hegyi; Ferenc Tölgyesi; Andrew G. Szent-Györgyi & László Nyitray (1999). "Fluorescence measurements detect changes in scallop myosin regulatory domain". European Journal of Biochemistry. 261 (2): 452–8. doi:10.1046/j.1432-1327.1999.00290.x. PMID   10215856.
2. Gains N; Dawson AP (April 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. doi:10.1042/bj1480157. PMC   1165518 . PMID   1156395.