
7-Azido-4-methylcoumarin | CAS 95633-27-5
| Catalog Number | F06-0016 |
| Category | Coumarin |
| Molecular Formula | C10H7N3O2 |
| Molecular Weight | 201.18 |
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Product Introduction
7-Azido-4-methylcoumarin is a photoreactive coumarin derivative containing an azido group at the 7-position and a methyl group at the 4-position, used as a fluorescent probe and photo-crosslinking reagent in biochemical and molecular biology studies to investigate protein interactions and enzyme activities.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | 7-Azido-4-methyl-2H-chromen-2-one; 2H-1-Benzopyran-2-one, 7-azido-4-methyl-; 7-Azido-4-methyl-2H-1-benzopyran-2-one; 7-Azido-4-methyl-1-benzopyran-2-one; 4-Methyl-7-azidocoumarin |
| Purity | ≥95% |
| IUPAC Name | 7-azido-4-methylchromen-2-one |
| SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)N=[N+]=[N-] |
| InChI | InChI=1S/C10H7N3O2/c1-6-4-10(14)15-9-5-7(12-13-11)2-3-8(6)9/h2-5H,1H3 |
| InChIKey | HEKDKVLIMUWRRZ-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO |
| Appearance | Off-white to light yellow powder |
| Melting Point | 117.8 °C |
Product Specification
| Storage | Store at -20 °C |
Application
7-Azido-4-methylcoumarin is an azide-functional coumarin fluorophore designed for fluorescent labeling workflows where subsequent bioorthogonal conjugation or surface attachment is required. Its coumarin core provides strong blue-to-green fluorescence commonly leveraged in microscopy and fluorescent assay development, while the azide handle enables click-compatible incorporation into labeled biomolecules, polymers, and biomaterial surfaces. Researchers use this reagent to build fluorescent conjugates and imaging standards with a defined reactive group for downstream coupling.
1. Fluorescent Biomolecule Labeling
7-Azido-4-methylcoumarin is used as a clickable coumarin tag for labeling proteins, peptides, and other biomolecules in chemical biology workflows. The azide functionality supports incorporation into larger conjugates used for fluorescence imaging and fluorescence-based readouts, enabling researchers to track biomolecule localization, binding, and transport in experimental systems. Typical users include academic and industrial groups developing fluorescent conjugates for assay development, reagent prototyping, and mechanistic studies that require a coumarin fluorophore with a defined reactive handle.
2. Clickable Surface Functionalization
7-Azido-4-methylcoumarin is applied to biomaterial and surface engineering projects where fluorescent patterning or immobilized labeling is needed. By installing the azide-bearing fluorophore onto polymeric materials, coatings, or nanoparticle surfaces, researchers can create stable fluorescent surfaces for microscopy, materials characterization, and surface interaction studies. This approach is frequently used by materials scientists and biomaterials teams to generate fluorescently traceable interfaces, validate surface modification strategies, and support imaging-based evaluation of material-biomolecule interactions.
3. Fluorescence Bioassay Development
7-Azido-4-methylcoumarin is incorporated into fluorescence assay reagents where a coumarin dye is used as a reporting label. The azide group allows integration into assay constructs that require a reactive fluorophore for conjugate assembly, such as fluorescently labeled probes, affinity reagents, or labeled components used in plate-based fluorescence measurements. Researchers developing fluorescence assays for screening, binding studies, and reagent optimization often select this coumarin scaffold to obtain a consistent fluorescent signal while retaining a functional handle for modular assay design.
4. Microscopy Imaging Probes
7-Azido-4-methylcoumarin is used to generate fluorescent imaging reagents for cellular and subcellular visualization experiments where coumarin emission is appropriate for the available microscope filter sets. The azide functionality supports coupling into larger fluorescent probes or labeling constructs that can be introduced into experimental systems for tracking and localization studies. Imaging researchers and fluorescence microscopy teams use this reagent to build modular fluorescent tools that combine a coumarin fluorophore with a click-compatible attachment point for probe construction.
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