
7-Methoxycoumarin-3-carboxylic acid | CAS 20300-59-8
| Catalog Number | F05-0016 |
| Category | Coumarin |
| Molecular Formula | C11H8O5 |
| Molecular Weight | 220.18 |
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Product Introduction
7-Methoxycoumarin-3-carboxylic acid is a crucial compound used in the biomedical industry for research in drug development. It is commonly employed as a fluorescent probe to study drug metabolism, cellular transport, and drug-drug interactions. Additionally, it serves as a vital precursor in the synthesis of medicinally active coumarin derivatives used for treating various diseases, including cancer, diabetes, and inflammation.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | 7-Methoxycoumarin-3-carboxylicacid; 20300-59-8; 7-Methoxy-2-oxo-2H-chromene-3-carboxylicacid; 7-methoxy-2-oxochromene-3-carboxylicacid; CHEMBL1830821; VEEGNDSSWAOLFN-UHFFFAOYSA-N |
| Purity | 95% |
| IUPAC Name | 7-methoxy-2-oxochromene-3-carboxylic acid |
| SMILES | COC1=CC2=C(C=C1)C=C(C(=O)O2)C(=O)O |
| InChI | InChI=1S/C11H8O5/c1-15-7-3-2-6-4-8(10(12)13)11(14)16-9(6)5-7/h2-5H,1H3,(H,12,13) |
| InChIKey | VEEGNDSSWAOLFN-UHFFFAOYSA-N |
| Density | 1.454g/cm3 |
| Appearance | Solid |
| Boiling Point | 424.4°C at 760 mmHg |
| Melting Point | 194°C |
| MDL Number | MFCD00452770 |
Product Specification
| Condition To Avoid | Light Sensitive,Air Sensitive,Heat Sensitive |
| Storage | <0 °C |
| Store Under Inert Gas | Store under inert gas |
Application
7-Methoxycoumarin-3-carboxylic acid is a coumarin-based fluorescent dye featuring a carboxylic acid handle that supports covalent attachment to biomolecules, polymers, and solid supports. Its aromatic coumarin core provides strong fluorescence in the visible range, making it a common building block for fluorescence labeling workflows where a compact, photostable dye with straightforward conjugation chemistry is advantageous. In research settings, it is frequently incorporated into fluorescent conjugates used for tracking, localization, and quantitative fluorescence readouts.
1. Fluorescent Labeling Conjugates
7-Methoxycoumarin-3-carboxylic acid is used to generate fluorescent labeling reagents for proteins, peptides, and other primary-amine or activated-carboxyl coupling targets in chemical biology and assay development. Researchers incorporate the dye into conjugates to visualize distribution in solution-phase experiments, to tag reference standards for fluorescence quantification, or to create labeled biomolecule reagents for downstream imaging and binding studies. The carboxylic acid functionality enables practical conjugation strategies that yield stable fluorescent reporters compatible with common fluorescence instrumentation.
2. Polymer And Biomaterial Tagging
7-Methoxycoumarin-3-carboxylic acid is widely applied in materials research to introduce fluorescent signatures into polymers, hydrogels, and surface coatings for tracking material behavior and functionalization outcomes. In biomaterials workflows, the dye is used to label scaffold components so that researchers can monitor coating uniformity, diffusion or swelling behavior, and spatial distribution after fabrication or surface modification. This makes the reagent relevant to labs developing fluorescently traceable biomaterial systems for microscopy-based characterization and fluorescence readouts.
3. Fluorescence Microscopy Tracing
7-Methoxycoumarin-3-carboxylic acid supports fluorescence microscopy experiments where a coumarin fluorophore is used as a compact tracer for cellular and subcellular localization studies in fixed or prepared samples. Investigators employ dye-conjugated biomolecules or labeled materials to follow uptake, transport, or binding-associated localization patterns under fluorescence imaging workflows. The dye's emission characteristics and small molecular size help it function as a practical reporter in multicolor imaging panels when excitation and filter sets are selected to match coumarin spectral output.
4. Fluorescence Assay Standards
7-Methoxycoumarin-3-carboxylic acid is commonly used to prepare fluorescent standards and calibration reagents for plate-based fluorescence assays and quantitative method development. Researchers use dye-containing reference solutions or labeled components to verify instrument performance, establish linear response ranges, and support normalization across experimental runs. In assay development settings, the reagent's reliable coumarin fluorescence makes it useful for constructing internal controls and benchmarking fluorescent signal in workflows such as binding assays and fluorescence-based readouts.
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