8-Anilino-1-naphthalenesulfonic acid ammonium salt
SIGMA/10417 - for fluorescence, ≥97.0% (HPLC)
Synonym: 1,8-ANS NH4; ANSA; Ammonium 8-
CAS Number: 28836-03-5
Empirical Formula (Hill Notation): C16H16N2O3S
Molecular Weight: 316.37
EC Number: 249-265-6
MDL Number: MFCD00012560
Linear Formula: C16H13NO3S · NH3
Product Type: Chemical
| assay | ≥97.0% (HPLC) |
| fluorescence | λex 388 nm; λem 470 nm in 0.1 M Tris, 0.2 M KCl, pH 9.0, BSA |
| form | solid |
| grade | for fluorescence |
| InChI | 1S/C16H13NO3S.H3N/c18-21( |
| InChI key | IPBNQYLKHUNLQE-UHFFFAOYSA |
| loss | ≤2.5% loss on drying |
| mp | 245-253 °C |
| Quality Level | 200  |
| SMILES string | N.OS(=O)(=O)c1cccc2cccc(N |
| solubility | acetone: soluble |
| H2O: 0.1 g/5mL, clear to very slightly hazy (hot) | |
| H2O: soluble | |
| methanol: soluble | |
| NaOH: 1 N |
| 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 . |
| Application: | This product is an amphiphilic fluorescent probe for protein studies . Excitation of the unbound dye at 380 nm results in a low fluorescent emission with a maximum at 545 nm. The fluorescence intensity of ANS increases when the dye binds to the hydrophobic regions of a protein . The protein-ANS complex has an emission spectrum which is shifted to a broad maximum at 470 nm. At pH 8, protein causes a 40-fold increase in the relative quantum yield compared to free ANS in solution . ANS has been used to monitor protein conformational changes by binding to the hydrophobic regions of a protein , to gain new insight into protein binding interactions, often by acting as reporter or competitor ligands, to investigate the visual excitation process and structural aspects of photoreceptor cell membranes , and to probe (and disrupt) the structure of both high- and low-density lipoproteins. It has also been used as a substrate in a chemiluminescent enzyme immunoassay system and as a dye for yeast viability determination. The conformational states for apo- and holo- yeast alcohol dehydrogenase were reported under conditions of low pH using ANS fluorescence . ANS is also commonly used as a fluorescence probe to investigate molecular assemblies of surfactants and amphiphilic polymers because a blue shift of its emission maximum indicates the probe is located in less polar environment |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥97.0% (HPLC) |
| mp | 245-253 °C |
| UNSPSC | 12352106 |