8-Anilino-1-naphthalenesulfonic acid

Synonym(s):N-Phenyl peri acid;ANS;ANSA

CAS NO.：82-76-8
Empirical Formula: C16H13NO3S
Molecular Weight: 299.34
MDL number: MFCD00003998
EINECS: 201-438-7
SAFETY DATA SHEET (SDS)
Update Date: 2024-12-18 14:08:57

8-Anilino-1-naphthalenesulfonic acid Structural

What is 8-Anilino-1-naphthalenesulfonic acid ?

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

The Uses of 8-Anilino-1-naphthalenesulfonic acid

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

The Uses of 8-Anilino-1-naphthalenesulfonic acid

Intermediate of dyestuff

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.

Properties of 8-Anilino-1-naphthalenesulfonic acid

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
pka	0.19±0.40(Predicted)
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)
CAS DataBase Reference	82-76-8(CAS DataBase Reference)
EPA Substance Registry System	8-Anilino-1-naphthalenesulfonic acid (82-76-8)

Safety information for 8-Anilino-1-naphthalenesulfonic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.