
Coumarin 343 X azide
| Catalog Number | F06-0002 |
| Category | Coumarin |
| Molecular Formula | C25H32N6O4 |
| Molecular Weight | 480.3 |
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Product Introduction
Coumarin 343 is a blue emitting fluorophore with an emission maximum around 480 nm. This dye forms a FRET pair with fluorescein, and can harvest blue light energy for the subsequent transfer to other fluorophores. The azide derivative can be conjugated with alkynes in a copper-catalyzed and copper-free Click chemistry reactions. The molecule contains a long aminohexanoyl linker that provides separation between the dye, and the azide function.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | N-[6-(3-azidopropylamino)-6-oxohexyl]-4-oxo-3-oxa-13-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,5,7,9(17)-tetraene-5-carboxamide |
| SMILES | C1CC2=C3C(=C4C(=C2)C=C(C(=O)O4)C(=O)NCCCCCC(=O)NCCCN=[N+]=[N-])CCCN3C1 |
| InChI | InChI=1S/C25H32N6O4/c26-30-29-12-6-11-27-21(32)9-2-1-3-10-28-24(33)20-16-18-15-17-7-4-13-31-14-5-8-19(22(17)31)23(18)35-25(20)34/h15-16H,1-14H2,(H,27,32)(H,28,33) |
| InChIKey | ZRKQCSLPBMELEA-UHFFFAOYSA-N |
| Solubility | good in DMF, DMSO |
| Appearance | yellow solid |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 39000 |
| Fluorescence Quantum Yield | 0.63 |
| Excitation | 437 |
| Emission | 477 |
| Storage | 24 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. |
Application
Coumarin 343 X azide is a coumarin-based fluorescent labeling reagent bearing an azide handle for bioorthogonal click conjugation. Its strong fluorescence in the visible range makes it useful as a bright donor fluorophore in labeling workflows, while the azide functionality enables efficient attachment to complementary alkyne-bearing biomolecules, linkers, and surfaces. Researchers use this reagent to build fluorescent conjugates for imaging, quantitative fluorescence assays, and fluorescence-based tracking in chemical biology and biomaterials development.
1. Biomolecule Labeling
Coumarin 343 X azide is used to fluorescently tag proteins, peptides, and other biomolecules that carry a complementary alkyne functionality, enabling post-labeling conjugate preparation for microscopy and imaging experiments. In practice, teams in chemical biology and glycobiology workflows incorporate the azide fluorophore into click-ready bioconjugates to visualize biomolecule localization, assess labeling consistency across batches, and generate fluorescent standards for downstream assay development. The coumarin fluorophore is commonly chosen when bright emission and reliable performance in standard fluorescence instrumentation are needed, and the azide handle supports modular probe construction without requiring dye redesign.
2. Fluorescence Microscopy Imaging
Coumarin 343 X azide supports fluorescence microscopy studies where a covalently attached coumarin signal is preferred over passive dye adsorption. By clicking the azide fluorophore onto alkyne-functional targeting ligands or biomaterial components, researchers generate stable fluorescent constructs for cellular or biomaterial imaging experiments, including tracking of labeled macromolecules within complex samples. Imaging teams also use this reagent during probe optimization, such as comparing labeling densities or evaluating how conjugation chemistry affects cellular or material-associated fluorescence distribution, while preserving the coumarin dye's emission characteristics for consistent visualization.
3. Fluorescent Probe Construction
Coumarin 343 X azide is frequently incorporated into fluorescent probe development programs that require a modular fluorophore building block with a click-reactive azide. Probe developers use the reagent to construct donor-labeled conjugates for FRET-compatible systems, to create fluorescent reporters for binding or transport studies, or to assemble multi-component imaging reagents where the fluorophore must be installed onto an alkyne-bearing scaffold. The azide functionality enables straightforward integration into linker designs used in molecular imaging reagent libraries, helping teams iterate probe architectures while keeping the fluorescent core constant for comparable readouts.
4. Surface Functionalization
Coumarin 343 X azide is applied for fluorescent surface and materials labeling when alkyne-functional coatings, nanoparticles, or biomaterial scaffolds are available. Material scientists and assay developers use click conjugation to immobilize the coumarin fluorophore onto engineered surfaces, enabling fluorescence-based verification of functionalization, mapping of coating uniformity, and preparation of labeled materials for imaging or fluorescence readout assays. This approach is particularly useful in workflows where stable covalent attachment is required for reproducible fluorescence signal during washing, incubation, and repeated imaging cycles.
Computed Properties
| XLogP3 | 4.4 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 11 |
| Exact Mass | 480.24850352 g/mol |
| Monoisotopic Mass | 480.24850352 g/mol |
| Topological Polar Surface Area | 102Ų |
| Heavy Atom Count | 35 |
| Formal Charge | 0 |
| Complexity | 870 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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