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8-Anilinonaphthalene-1-sulfonic acid: Difference between revisions

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Revision as of 10:22, 8 August 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'DrugBank').← Previous edit Latest revision as of 22:18, 18 August 2023 edit undoOAbot (talk | contribs)Bots439,234 editsm Open access bot: doi updated in citation with #oabot. 
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{{orphan|date=December 2008}}
{{chembox {{chembox
| verifiedrevid = 443357405 | verifiedrevid = 443656014
|ImageFile=Phenylperi acid.png | ImageFile=Phenylperi acid.png
|ImageSize=200px | ImageSize=200px
|IUPACName=8-(phenylamino)-1-naphthalenesulfonic acid | PIN = 8-Anilinonaphthalene-1-sulfonic acid
|OtherNames=Phenylperi acid | OtherNames = 8-(Phenylamino)naphthalene-1-sulfonic acid
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| KEGG_Ref = {{keggcite|correct|kegg}} | 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) | 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)
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| StdInChIKey = FWEOQOXTVHGIFQ-UHFFFAOYSA-N | StdInChIKey = FWEOQOXTVHGIFQ-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=82-76-8 | CASNo=82-76-8
| UNII_Ref = {{fdacite|correct|FDA}}
| PubChem=1369
| UNII = 630I4V6051
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| PubChem=1369
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 1328 | ChemSpiderID = 1328
| ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 39708 | 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
| C = 16 | H = 13 | N = 1 | O = 3 | S = 1 | C=16 | H=13 | N=1 | O=3 | S=1
| Appearance= | Appearance=
| Density= | Density=
| MeltingPt= | MeltingPt=
| BoilingPt= | BoilingPt=
| Solubility= | Solubility=
}} }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}


'''8-Anilinonaphthalene-1-sulfonate''' ('''ANS''') is used as a fluorescent molecular probe.<ref>{{cite journal | doi = 10.1046/j.1432-1327.1999.00290.x | title = Fluorescence measurements detect changes in scallop myosin regulatory domain | year = 1999 | author = Andras Malnasi-Csizmadia; György Hegyi; Ferenc Tölgyesi; Andrew G. Szent-Györgyi; and László Nyitray | journal = European Journal of Biochemistry | volume = 261 | pages = 452 | pmid = 10215856 | issue = 2 }}</ref> Its permeability to ] membranes makes it particularly useful.<ref>{{cite journal |author=Gains N, Dawson AP |title=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 |journal=Biochem. J. |volume=148 |issue=1 |pages=157–60 |year=1975 |month=April |pmid=1156395 |pmc=1165518 |doi= |url=}}</ref> '''8-Anilinonaphthalene-1-sulfonic acid''' ('''ANS'''), also called 1-anilino-8-naphthalenesulfonate, is an ] containing both a ] and an ] group. This compound is used as a ] ].<ref>{{cite journal | doi = 10.1046/j.1432-1327.1999.00290.x | title = Fluorescence measurements detect changes in scallop myosin regulatory domain | date = 1999 | author = Andras Malnasi-Csizmadia | author2 = György Hegyi | author3 = Ferenc Tölgyesi | author4 = Andrew G. Szent-Györgyi | author5 = László Nyitray | name-list-style = amp | journal = European Journal of Biochemistry | volume = 261 | pages = 452–8 | pmid = 10215856 | issue = 2 | doi-access = }}</ref> For example, ANS can be used to study conformational changes induced by ] binding in ], as ANS's fluorescent properties will change as it binds to ] 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 ] membranes makes it particularly useful.<ref>{{cite journal |author=Gains N |author2=Dawson AP |title=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 |journal=Biochem. J. |volume=148 |issue=1 |pages=157–60 |date=April 1975 |doi=10.1042/bj1480157 |pmid=1156395 |pmc=1165518 }}</ref>


== References == == References ==
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{{DEFAULTSORT:Anilinonaphthalene-1-sulfonate, 8-}} {{DEFAULTSORT:Anilinonaphthalene-1-sulfonate, 8-}}
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