NorrChemica™
Dansyl Chloride
Dansyl Chloride | CAS 605-65-2 | ≥97%
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Technical Specifications
| CAS Number | 605-65-2 |
| EC / EINECS Number | 210-092-6 |
| MDL Number | MFCD00003985 |
| RTECS Number | QK3688000 |
| SMILES | CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)Cl |
| InChI | InChI=1S/C12H12ClNO2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3 |
| InChIKey | XPDXVDYUQZHFPV-UHFFFAOYSA-N |
| PubChem CID | 11801 |
| Molecular Formula | C₁₂H₁₂ClNO₂S |
| Molecular Weight | 269.75 g/mol |
| Melting Point | 68-73 °C |
| Solubility | Soluble in DMF, THF, chloroform, dichloromethane, and acetone; decomposes in water |
| Purity | ≥97% |
| Physical Form | Pale yellow to orange-yellow crystalline powder |
| HS Code | 2921.49 |
| Country of Origin | Finland |
| Shelf Life | Retest period: 24 months from date of manufacture |
| Storage Conditions | Frozen (<0 °C). Store under inert gas. Light Sensitive, Moisture Sensitive, Heat Sensitive. |
Product Description & Scientific Applications
Dansyl chloride is a non-fluorescent reagent that reacts with amines to yield fluorescent derivatives. It derivatises primary and secondary amines, phenols and alcohols, giving stable products detectable by UV or fluorescence, and forms a covalent bond to residues such as lysine and tyrosine. Dansyl-based compounds are solvatochromic, showing twisted intramolecular charge-transfer (TICT) behaviour dependent on solvent polarity. Its emission is environment-sensitive: a dansyl probe in a more non-polar, hydrophobic microenvironment shows its maximum at shorter wavelength. In ethanol, dansyl derivatives excited at 340 nm emit near 530–535 nm, with large Stokes shifts of 184–195 nm. In aqueous conditions the dansyl fluorophore is suspected to self-aggregate, inducing fluorescence quenching.
It serves as a fluorescent probe in protein structural studies, and dansyl-labelled BSA shows fluorescence anisotropy in media of increasing glycerol concentration. Dansyl amino acids separate completely on silica-gel thin-layer plates, and dansyl derivatives are revealed under UV light at a sensitivity of the order of 24 ng/mm2. N-terminal dansylation of peptides improves fragmentation and promotes b-fragment formation for mass-spectrometric sequencing, and improves LC/MALDI-MS/MS performance in proteomics. Dansyl chloride detects histamine by HPLC, and in bioanalysis drugs such as tocainide are dansylated after extraction from plasma or blood. A dansyl-tagged peptide chemosensor detects Cd2+ , its fluorescence enhanced by inhibition of a photoinduced-electron-transfer (PET) pathway to the dansyl group.
Shipping Destinations
- EU: Priority delivery, 1–3 business days. EFTA Countries (DDP): 1–3 business days, duties and taxes prepaid. Not available outside the EU and EFTA.
Safety Information
| GHS Pictograms |
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| Signal Word | Danger |
| Hazard Class | DG, UN 3261, Class 8, PG II |
| Transport Category | Class 8, PG II (ADR/IATA/IMDG) |
| H-Statements | H290 - H314 - H318 |
| P-Statements | P234 - P260 - P264 - P280 - P301+P330+P331 - P303+P361+P353 - P304+P340+P310 - P305+P351+P338+P310 - P363 - P390 - P405 - P406 - P501 |
