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

pka

0.19±0.40(Predicted)

form 

Powder

color 

Dark green to brown to black

Merck 

13,664

BRN 

1843887

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)

InChIKey

FWEOQOXTVHGIFQ-UHFFFAOYSA-N

SMILES

C1(S(O)(=O)=O)=C2C(C=CC=C2NC2=CC=CC=C2)=CC=C1

CAS DataBase Reference

82-76-8(CAS DataBase Reference)

EPA Substance Registry System

8-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

• Language:English Provider:8-Anilino-1-naphthalenesulfonic acid
• Language:English Provider:SigmaAldrich

8-Anilino-1-naphthalenesulfonic acid Usage And Synthesis

Description

1,8-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 K_d value of approximately 9.7 μM at 24.5°C.

Chemical Properties

green needles

Uses

Intermediate of dyestuff

Uses

8-Anilino-1-naphthalenesulfonic Acid is used as a fluorescent probe to identify hydrophobic sites. Dyes and metabolites.

Definition

CHEBI: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 Applications

8-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.

8-Anilino-1-naphthalenesulfonic acid (82-76-8)Related Product Information

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• 1-DODECANESULFONIC ACID SODIUM SALT
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