8-Anilino-1-naphthalenesulfonic acid

8-Anilino-1-naphthalenesulfonic acid Basic information
Product Name:8-Anilino-1-naphthalenesulfonic acid
Synonyms:1,8-ANS;1-ANILINONAPHTHALENE-8-SULFONIC ACID;8-ANILINO-1-NAPHTHALENESULFONIC ACID;ANS;ANSA;N-Phenyl-8-naphthylamine-1-sulfonic acid;N-PHENYL-1-NAPHTHYLAMINE-8-SULFONIC ACID;N-PHENYL PERI ACID
CAS:82-76-8
MF:C16H13NO3S
MW:299.34
EINECS:201-438-7
Product Categories:Intermediates;Intermediates of Dyes and Pigments;Elisa Kit-plant ELISA Kit
Mol File:82-76-8.mol
8-Anilino-1-naphthalenesulfonic acid Structure
8-Anilino-1-naphthalenesulfonic acid Chemical Properties
Melting point 215-217 °C (dec.)(lit.)
density 1.409±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility DMF: soluble50mg/mL
form Powder
pka0.19±0.40(Predicted)
color Dark green to brown to black
Merck 13,664
BRN 1843887
InChIInChI=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)
InChIKeyFWEOQOXTVHGIFQ-UHFFFAOYSA-N
SMILESC1(S(O)(=O)=O)=C2C(C=CC=C2NC2=CC=CC=C2)=CC=C1
CAS DataBase Reference82-76-8(CAS DataBase Reference)
EPA Substance Registry System8-Anilino-1-naphthalenesulfonic acid (82-76-8)
Safety Information
Hazard Codes Xi
Risk Statements 36-36/37/38
Safety Statements 26-36
WGK Germany -
TSCA Yes
HS Code 29214980
MSDS Information
ProviderLanguage
8-Anilino-1-naphthalenesulfonic acid English
SigmaAldrich English
8-Anilino-1-naphthalenesulfonic acid Usage And Synthesis
Description1,8-ANS is a fluorescent dye that binds with high affinity to hydrophobic surfaces of proteins. 1,8-ANS has an excitation maximum of 350 nm. It has an emission maximum of 520 nm when free in solution but undergoes a blue shift with an increase in fluorescence intensity when bound to protein; for example, when bound to intestinal fatty acid binding protein (FABP2) it has emission maxima of 468-477 nm. 1,8-ANS binds to low polarity regions of protein surfaces making it well suited for determining the affinity of hydrophobic ligands to their corresponding binding proteins, such as the binding of free fatty acids to FABPs. 1,8-ANS binds to FABP2 with a Kd value of approximately 9.7 μM at 24.5°C.
Chemical Propertiesgreen needles
UsesIntermediate of dyestuff
Uses8-Anilino-1-naphthalenesulfonic Acid is used as a fluorescent probe to identify hydrophobic sites. Dyes and metabolites.
DefinitionCHEBI:8-anilinonaphthalene-1-sulfonic acid is a naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8. It has a role as a fluorescent probe. It is an aminonaphthalene and a naphthalenesulfonic acid.
Biotechnological Applications8-Anilino-1-naphthalenesulfonic acid is a fluorescent dye with high affinity towards hydrophobic surfaces of proteins. It is useful for determining the affinity of hydrophobic ligands to their corresponding binding proteins. 8-Anilino-1-naphthalenesulfonic acid undergoes a blue shift and fluorescence increases when it binds to non-polar regions of a protein surface or membranes. Used as a probe to monitor protein-folding.
Taurine Ascoric Acid Phenylacetone SULFONIC ACID Sodium diphenylamine-4-sulfonate Folic acid DIPHENYLAMINE-4-SULFONIC ACID BARIUM SALT 1-DODECANESULFONIC ACID SODIUM SALT Chlorosulfonic acid PHENYL VALERATE Sulfamic acid Metanilic acid phosphoric acid 8-Anilino-1-naphthalenesulfonic acid Sodium 1-naphthalenesulfonate Phenylhydrazine 1-Naphthalenesulfonic acid Citric acid

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