Specifications
- Purity
- 99% (HPLC)
- Appearance
- White to off white powder
- Identity
- 1H-NMR
Properties
- Solvents
- Soluble in DMSO. Slightly soluble in water.
Available from stock
6-(p-Toluidino)-2-naphthalenesulfonic acid sodium salt
- SKU
- T0071
Categories: Fluorescent Detection, Fluorescent Detection, Reagents for Life Sciences
- Synonyms
- 2,6-TNS Na, 2,6-(p-Toluidinyl)naphthalene-6-sulfonic acid Na salt
- 53313-85-2
- CAS-Number
- C17H14NNaO3S
- Molecular Formula
- 335.35
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- RT
- Long Term Storage
- +4°C
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at +4°C.
- Hazard statements
- H315 - H319 - H335
- Precautionary statements
- P302 + P352 - P305 + P351 + P338
- GHS Symbol
- GHS07
- Signal word
- Warning
- Transportation
- Not dangerous goods
- Description
- 6-(p-Toluidino)-2-naphthalenesulfonic acid (TNS) is a widely recognized aminonaphthalene-based fluorescent probe characterized for its solvatochromic effect. TNS is found to be almost fluorescence silent in aqueous medium whereas shows a high quantum yield in organic solvents with a hypsochromic shift, as the polarity of the medium decreases. This property has been exploited in biological studies to probe the micellation properties of surfactants, membrane fluidity, hydrophobic surfaces on proteins, conformational changes upon ligand binding, ligand binding events, protein–surfactant interactions, multimeric protein assembly or aggregation, fibril formation and others. TNS has been used in many studies as environmentally sensitive fluorescent probe for the conformational state of proteins. TNS fluorescence enhancement upon binding to unfolded states of proteins might be due to the hydrophobic environment and reduced solvent accessibility rather than the binding ability and specific orientation of TNS in the bound state. Studies suggest that TNS forms aggregates in water whereas in non-aqueous solvents the order of aggregates is lower which might result in an enhancement of its fluorescence intensity. Further, TNS preferably interacts with basic and aromatic amino acid residues of the proteins. TNS is a well characterized fluorescent probe of protein structure that fluoresces in nonpolar environments but is quenched and red-shifted in solution. Spectral data: λex 320nm; λem ~440nm.
- Smiles
- CC(C=C1)=CC=C1NC2=CC3=C(C=C2)C=C(S(=O)([O-])=O)C=C3.[Na+]
- InChi Key
- QZZGQOXRGFDEJP-UHFFFAOYSA-M
- References
- (1) J.R. Lakowicz & D. Hogen; Biochemistry 20, 1366 (1981) , (2) G.V. Ohning & K.E. Neet; Biochemistry 22, 2986 (1983) , (3) J.R. Lakowicz & S. Keating-Nakamoto; Biochemistry 23, 3013 (1984) , (4) G. Maniara, et al.; Photochem. Photobiol. 47, 207 (1988) , (5) E. Bismuto, et al.; Biochemistry 28, 7542 (1989) , (6) Y. Dotskias, et al.; J. Pharma. Biomed. anal. 23, 997 (2000) , (7) N. Pattaramanon, et al.; Biochemistry 46, 3405 (2007) , (8) N. Haque & N.P. Prabhu; J. Mol. Struct. 1068, 261 (2014) , (9) N. Haque, et al.; Phys. Chem. Chem. Phys. 19, 24656 (2017)
- InChi
- (1) Y.Z. Yanmei et. al.: Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 98, 14-17 (2012)
6-(p-Toluidino)-2-naphthalenesulfonic acid (TNS) is a widely recognized aminonaphthalene-based fluorescent probe characterized for its solvatochromic effect. TNS is found to be almost fluorescence silent in aqueous medium whereas shows a high quantum yield in organic solvents with a hypsochromic shift, as the polarity of the medium decreases. This property has been exploited in biological studies to probe the micellation properties of surfactants, membrane fluidity, hydrophobic surfaces on proteins, conformational changes upon ligand binding, ligand binding events, protein–surfactant interactions, multimeric protein assembly or aggregation, fibril formation and others. TNS has been used in many studies as environmentally sensitive fluorescent probe for the conformational state of proteins. TNS fluorescence enhancement upon binding to unfolded states of proteins might be due to the hydrophobic environment and reduced solvent accessibility rather than the binding ability and specific orientation of TNS in the bound state. Studies suggest that TNS forms aggregates in water whereas in non-aqueous solvents the order of aggregates is lower which might result in an enhancement of its fluorescence intensity. Further, TNS preferably interacts with basic and aromatic amino acid residues of the proteins. TNS is a well characterized fluorescent probe of protein structure that fluoresces in nonpolar environments but is quenched and red-shifted in solution. Spectral data: λex 320nm; λem ~440nm.
Additional information
| Synonyms | 2,6-TNS Na, 2,6-(p-Toluidinyl)naphthalene-6-sulfonic acid Na salt |
|---|---|
| Purity | 99% (HPLC) |
| Appearance | White to off white powder |
| CAS-Number | 53313-85-2 |
| Molecular Formula | C17H14NNaO3S |
| Molecular Weight | 335.35 |
| Identity | 1H-NMR |
| Solvents | Soluble in DMSO. Slightly soluble in water. |
| Smiles | CC(C=C1)=CC=C1NC2=CC3=C(C=C2)C=C(S(=O)([O-])=O)C=C3.[Na+] |
| InChi Key | QZZGQOXRGFDEJP-UHFFFAOYSA-M |
| Shipping | AMBIENT |
| Short Term Storage | RT |
| Long Term Storage | +4°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Hazard statements | H315 – H319 – H335 |
| Precautionary statements | P302 + P352 – P305 + P351 + P338 |
| GHS Symbol | GHS07 |
| Signal word | Warning |
| Transportation | Not dangerous goods |
| References | (1) J.R. Lakowicz & D. Hogen; Biochemistry 20, 1366 (1981), (2) G.V. Ohning & K.E. Neet; Biochemistry 22, 2986 (1983), (3) J.R. Lakowicz & S. Keating-Nakamoto; Biochemistry 23, 3013 (1984), (4) G. Maniara, et al.; Photochem. Photobiol. 47, 207 (1988), (5) E. Bismuto, et al.; Biochemistry 28, 7542 (1989), (6) Y. Dotskias, et al.; J. Pharma. Biomed. anal. 23, 997 (2000), (7) N. Pattaramanon, et al.; Biochemistry 46, 3405 (2007), (8) N. Haque & N.P. Prabhu; J. Mol. Struct. 1068, 261 (2014), (9) N. Haque, et al.; Phys. Chem. Chem. Phys. 19, 24656 (2017) |
| InChi | (1) Y.Z. Yanmei et. al.: Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 98, 14-17 (2012) |
| Quantity | 500 mg, Bulk |
