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10416

Sigma-Aldrich

8-Anilino-1-naphthalenesulfonic acid ammonium salt

technical, ≥90% (NT)

Synonym(s):

1,8-ANS NH4, ANSA, Ammonium 8-anilino-1-naphthalenesulfonate, N-Phenyl peri acid

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About This Item

Linear Formula:
C16H13NO3S · NH3
CAS Number:
Molecular Weight:
316.37
Beilstein:
3581235
EC Number:
MDL number:
UNSPSC Code:
12352106
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Shilpi Gupta et al.
Small (Weinheim an der Bergstrasse, Germany), 9(6), 894-904 (2012-12-12)
A new class of non-ionic dendronized multiamphiphilic polymers is prepared from a biodegradable (AB)n-type diblock polymer synthesized from 2-azido-1,3-propanediol (azido glycerol) and polyethylene glycol (PEG)-600 diethylester using Novozym-435 (Candida antarctica lipase) as a biocatalyst, following a well-established biocatalytic route. These
Silvia Zorrilla et al.
Methods in molecular biology (Clifton, N.J.), 952, 237-252 (2012-10-27)
Transcription factors of the peroxisome proliferator-activated receptor (PPAR) family are ligand-activated receptors that play key roles in lipid metabolism and inflammation. The γ isoform (PPARγ) is involved in adipocyte differentiation, insulin sensitization, and vascular pathophysiology, including inflammation and atherosclerosis, for
Zhenyu Zuo et al.
The protein journal, 31(7), 585-591 (2012-08-10)
The interactions between Urinary Trypsin Inhibitor (UTI) and 1-anilino-8-naphthalene sulfonate (ANS) were investigated by fluorescence spectra, isothermal titration calorimetry and molecular modeling. The results revealed the presence of four specific binding sites for ANS on UTI, with interactions driven mainly
Jan Holm et al.
Biochemical and biophysical research communications, 425(1), 19-24 (2012-07-21)
High affinity folate binding protein (FBP) regulates as a soluble protein and as a cellular receptor intracellular trafficking of folic acid, a vitamin of great importance to cell growth and division. We addressed two issues of potential importance to the
Sergio B Kaufman et al.
The journal of physical chemistry. B, 116(10), 3421-3429 (2012-01-31)
Folding and structural stability are key factors for the proper biological function of proteins. Na(+),K(+)-ATPase is an integral membrane protein involved in the active transport of Na(+) and K(+) across the plasma membrane. In this work we characterized the effects

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