
7-Methoxycoumarin-4-acetic acid | CAS 62935-72-2
| Catalog Number | F06-0004 |
| Category | Coumarin |
| Molecular Formula | C12H10O5 |
| Molecular Weight | 234.20 |
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Product Introduction
7-Methoxycoumarin-4-acetic acid is a versatile compound widely utilized in biochemical research for its fluorescent properties. Known for its ability to act as a fluorophore, it is often employed in the study of enzyme activities and molecular interactions. The compound's unique structure allows it to emit fluorescence upon excitation, making it a valuable tool in various analytical applications. Its role in facilitating the visualization of biochemical processes underscores its significance in advancing scientific understanding.
Chemical Information
Product Specification
Application
Computed Properties
Literatures
Patents
Chemical Information
| Synonyms | 7-Methoxy-2-oxo-2H-1-benzopyran-4-acetic acid; Mca-OH; 2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetic acid; 2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetic acid; 2H-1-Benzopyran-4-acetic acid, 7-methoxy-2-oxo-; Mca-OH |
| Purity | ≥ 98% (HPLC) |
| IUPAC Name | 2-(7-methoxy-2-oxochromen-4-yl)acetic acid |
| SMILES | COC1=CC2=C(C=C1)C(=CC(=O)O2)CC(=O)O |
| InChI | InChI=1S/C12H10O5/c1-16-8-2-3-9-7(4-11(13)14)5-12(15)17-10(9)6-8/h2-3,5-6H,4H2,1H3,(H,13,14) |
| InChIKey | ZEKAXIFHLIITGV-UHFFFAOYSA-N |
| Solubility | Slightly soluble in Acetone, DMSO, Methanol |
| Density | 1.367±0.06 g/cm3 (Predicted) |
| Appearance | Off-white to light yellow powder |
| Boiling Point | 472.9±45.0 °C (Predicted) |
| Melting Point | 185-195 °C |
Product Specification
| Excitation | 323 |
| Emission | 382 |
| Storage | Store at 2-8 °C |
| Signal | Warning |
| GHSHazardStatements | H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Application
7-Methoxycoumarin-4-acetic acid is a coumarin-based fluorescent dye commonly used as a small-molecule labeling fluorophore and fluorescence standard in chemical biology and analytical fluorescence workflows. Its coumarin core provides strong blue/UV-excited emission, while the carboxylic acid enables straightforward attachment to biomolecules and polymers through common bioconjugation strategies. As a result, this dye is frequently incorporated into fluorescent conjugates for imaging, tracking, and quantitative fluorescence readouts.
1. Fluorescent Labeling Standards
7-Methoxycoumarin-4-acetic acid is used as a reference fluorophore for preparing calibration solutions and validating fluorescence instrument settings in spectroscopy and plate-reader workflows. Researchers and analytical teams rely on coumarin emission behavior to establish consistent measurement baselines when developing or comparing fluorescence assays, including dye performance checks during method development. Its small-molecule format makes it convenient for routine standard curve preparation and for verifying day-to-day instrument stability in fluorescence quantification experiments.
2. Bioconjugation For Protein Tags
7-Methoxycoumarin-4-acetic acid is incorporated into fluorescent labeling strategies to generate coumarin-tagged proteins, peptides, and other biomolecular conjugates for downstream imaging and assay development. The carboxylic acid functionality supports conjugate construction workflows that attach the fluorophore to amine- or scaffold-bearing biomolecules, enabling researchers to track binding interactions, localization trends, or reagent distribution in biochemical experiments. In chemical biology laboratories, coumarin-labeled biomolecules are often used as reporter constructs for microscopy and fluorescence-based readouts.
3. Fluorescence Microscopy Tracers
7-Methoxycoumarin-4-acetic acid is used to build fluorescent tracers and labeling reagents for microscopy experiments where coumarin emission provides a convenient signal channel under UV/blue excitation. Researchers incorporate coumarin conjugates into labeling schemes for cellular and material-associated studies, using the dye's compact structure to minimize perturbation of the labeled scaffold. This makes it a practical fluorophore choice for visualization of tagged biomolecules and for comparative imaging studies across experimental conditions.
4. Polymer And Surface Functionalization
7-Methoxycoumarin-4-acetic acid is applied in polymer and biomaterials research to introduce fluorescent handles for tracking material distribution, diffusion, or surface-associated behavior. The dye's carboxylic acid group enables incorporation into functional materials through established coupling approaches, allowing fluorescent readouts from otherwise non-fluorescent polymers or coatings. Materials scientists and industrial R&D teams use coumarin-functionalized polymers as internal reporters in fluorescence-based characterization of modified surfaces and composite systems.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Exact Mass | 234.05282342 g/mol |
| Monoisotopic Mass | 234.05282342 g/mol |
| Topological Polar Surface Area | 72.8Ų |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Complexity | 360 |
| 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 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21695046 | 2011-01-01 | Substrate specifity profiling of the Aspergillus fumigatus proteolytic secretome reveals consensus motifs with predominance of Ile/Leu and Phe/Tyr | PloS one |
| 21931748 | 2011-01-01 | Unique residues involved in activation of the multitasking protease/chaperone HtrA from Chlamydia trachomatis | PloS one |
| 19674479 | 2009-08-13 | Multiple functions of precursor BDNF to CNS neurons: negative regulation of neurite growth, spine formation and cell survival | Molecular brain |
| 18260641 | 2008-03-04 | Small changes in the primary structure of transportan 10 alter the thermodynamics and kinetics of its interaction with phospholipid vesicles | Biochemistry |
| 15642138 | 2005-01-01 | Local expression of matrix metalloproteinases, cathepsins, and their inhibitors during the development of murine antigen-induced arthritis | Arthritis research & therapy |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113999290-A | A kind of high stability leuprolide acetate and application thereof | 2021-12-29 |
| CN-113999290-B | A kind of stable leuprolide acetate and application thereof | 2021-12-29 |
| CN-113699212-A | Method and screening model for screening new coronavirus main protease small-molecule inhibitor | 2021-07-01 |
| US-2022315614-A1 | Reducing agents and uses thereof | 2021-03-19 |
| US-2022308043-A1 | Fluorescent probes for identification and quantification of hepatic transporters in vitro and in vivo | 2021-03-16 |
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