Coumarin 153 | 53518-18-6
Catalog Number | F06-0011 |
Category | Coumarin |
Molecular Formula | C16H14F3NO2 |
Molecular Weight | 309.28 |
Catalog Number | Size | Price | Quantity |
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F06-0011 | 1 g | $298 |
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Product Introduction
Coumarin 153, a photophysical molecule with fluorescent properties, is a commonly applied dye within biomedical research and imaging. Its versatility ranges from labeling and tracking protein-protein interactions to detecting particular cellular components. Moreover, Coumarin 153 plays a vital role in the design and development of sophisticated imaging techniques for identifying and treating cancer.
Chemical Information |
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Synonyms | Cumarin153;Coumarin 540A; 2,3,6,7-tetrahydro-9-(trifluoromethyl)-1H,5H,11H-[1]benzopyrano[6,7,8-ij]quinolizin-11-one; 2,3,6,7-Tetrahydro-9-trifluoromethyl-1H,5H-quinolizino(9,1-gh)coumarin |
Purity | >95.0% |
IUPAC Name | 6-(trifluoromethyl)-3-oxa-13-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),5,8-tetraen-4-one |
Canonical SMILES | C1CC2=C3C(=C4C(=C2)C(=CC(=O)O4)C(F)(F)F)CCCN3C1 |
InChI | InChI=1S/C16H14F3NO2/c17-16(18,19)12-8-13(21)22-15-10-4-2-6-20-5-1-3-9(14(10)20)7-11(12)15/h7-8H,1-6H2 |
InChI Key | VSSSHNJONFTXHS-UHFFFAOYSA-N |
Appearance | Light yellow to Yellow to Orange powder to crystaline |
Melting Point | 166 °C |
- Product Specification
- Application
Excitation | 422 |
Emission | 528 |
Storage | Keep in dark place. Sealed in dry. <-20°C |
Coumarin 153, a highly sought-after fluorescent dye in scientific circles, boasts remarkable photophysical properties that make it an indispensable tool for various applications. Here are four key applications of Coumarin 153:
Fluorescence Microscopy: Leveraging the unparalleled attributes of Coumarin 153, scientists employ this fluorescent dye extensively in fluorescence microscopy to peer into the intricate world of cellular structures and molecules. Its vibrant fluorescence and exceptional photostability render it a prime candidate for dynamic live-cell imaging studies. Researchers harness Coumarin 153 to meticulously label specific proteins and organelles, facilitating a granular examination of cellular processes in real-time, unveiling the hidden marvels of biological dynamics.
Chemical Sensing: Delving into the realm of chemical sensing, Coumarin 153 emerges as a key player in crafting cutting-edge chemical sensors for detecting a spectrum of analytes, including metal ions and pH variations. Its fluorescence intensity serves as a chameleon, shifting in response to distinct substances, offering a platform for sensitive and precise detection mechanisms. These sensors find utility in a myriad of domains spanning environmental surveillance, medical diagnostics, and industrial applications, heralding a new era of nuanced sensing technologies.
Laser Technology: Standing at the forefront of laser innovation, Coumarin 153 finds its niche as a quintessential gain medium in dye lasers, revolutionizing the realm of tunable laser light production. Its prowess in generating sharp, intense laser beams across diverse wavelengths makes it a coveted component in spectroscopy and photonics applications. Dye lasers incorporating Coumarin 153 are the go-to choice in both research and industrial settings for conducting precise measurements and executing intricate materials processing tasks with finesse.
Photodynamic Therapy: Unveiling its potential in the domain of medical research, Coumarin 153 shines as a focal point in investigations exploring its viability in photodynamic therapy (PDT) for combating cancer. When subjected to specific light wavelengths, Coumarin 153 blooms into action, generating reactive oxygen species that target and dismantle cancer cells with precision. This therapeutic approach offers a targeted, minimally invasive treatment avenue, minimizing collateral damage to neighboring healthy tissues.
Computed Properties | |
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XLogP3 | 3.2 |
Hydrogen Bond Donor Count | 0 |
Hydrogen Bond Acceptor Count | 6 |
Rotatable Bond Count | 0 |
Exact Mass | 309.09766318 g/mol |
Monoisotopic Mass | 309.09766318 g/mol |
Topological Polar Surface Area | 29.5Ų |
Heavy Atom Count | 22 |
Formal Charge | 0 |
Complexity | 516 |
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 |
Patents
Publication Number | Title | Priority Date |
---|---|---|
CN-114716419-A | A kind of fluorescent compound containing 7-aminocoumarin structural group | 2022-03-16 |
CN-114716420-A | A kind of fluorescent compound containing 7-cyanocoumarin structural group | 2022-03-16 |
CN-114736189-A | A kind of fluorescent compound containing naphthalimide structural group | 2022-03-01 |
CN-114751896-A | A kind of fluorescent compound containing 7-methyl coumarin structural group | 2022-03-01 |
US-2022402955-A1 | Metal complex and light emitting device | 2021-05-18 |
Applications of Fluorescent Probes & Dyes
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