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Sigma-Aldrich

8-Anilino-1-naphthalenesulfonic acid ammonium salt

technical, ≥90% (NT)

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Synonym(s):
1,8-ANS NH4, ANSA, Ammonium 8-anilino-1-naphthalenesulfonate, N-Phenyl peri acid
Linear Formula:
C16H13NO3S · NH3
CAS Number:
Molecular Weight:
316.37
Beilstein/REAXYS Number:
3581235
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

grade

technical

Quality Level

assay

≥90% (NT)

form

powder

color

, Green to Dark Green and Grey to Dark Grey and Green-Grey

solubility

NaOH: 1 N
H2O: soluble
methanol: soluble

fluorescence

λex 388 nm; λem 470 nm in 0.1 M Tris, 0.2 M KCl, pH 9.0, BSA

SMILES string

N.OS(=O)(=O)c1cccc2cccc(Nc3ccccc3)c12

InChI

1S/C16H13NO3S.H3N/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);1H3

InChI key

IPBNQYLKHUNLQE-UHFFFAOYSA-N

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Application

ANS forms an inclusion complex with cyclodextrin. Such model systems are useful to mimic biological recognition and can be studied by measuring the change in fluorescence of free-ANS to complexed-ANS. When ANS enters the hydrophobic core of cyclodestrin, it′s fluorescence increases . Utilized in the reagent phase of a sodium-selective fiber-optic sensor. The reagent phase also contains a copper(II) polyelectrolyte, which binds to ANSA in the absence of sodium and quenches the fluorescence. In the presence of sodium, ANSA forms a cationic complex creating ion-pairs, causing it to fluoresce . ANS is often incorporated into di-block polymers and can be released by changes in the local environment (i.e., temperature, pH, etc.) . ANS is commonly used as a fluorescence probe to investigate molecular assemblies of surfactants and amphiphilic polymers because a blue shift of the emission maximum indicates the fluorophore is located in less polar media . Fluorescent probe for protein studies using methodologies such as steady-state and dynamic fluorescence measurements .

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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