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5(6)-Carboxyfluorescein | CAS 72088-94-9
| Catalog Number | A15-0005 |
| Category | pH Indicators |
| Molecular Formula | C21H12O7 |
| Molecular Weight | 376.3 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| A15-0005 | 10 g | $469 | |
| A15-0005 | 25 g | $819 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
5(6)-Carboxyfluorescein is a xanthene dye that features a carboxyl functional group, enabling its conjugation to biomolecules through amide bond formation. This fluorophore exhibits strong absorption and emission in the visible range, making it suitable for fluorescence microscopy and flow cytometry applications. Known for its pH-sensitive fluorescence, 5(6)-Carboxyfluorescein is frequently utilized as a reporter molecule in intracellular pH assays and as a tracer in cellular tracking studies.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 5(6)-FAM; 3',6'-dihydroxy-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-ar-carboxylic acid |
| Purity | ≥90% |
| IUPAC Name | 3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylic acid;3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid |
| SMILES | C1=CC2=C(C=C1C(=O)O)C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O.C1=CC2=C(C=C1C(=O)O)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O |
| InChI | InChI=1S/2C21H12O7/c22-11-2-5-15-17(8-11)27-18-9-12(23)3-6-16(18)21(15)14-4-1-10(19(24)25)7-13(14)20(26)28-21;22-11-2-5-14-17(8-11)27-18-9-12(23)3-6-15(18)21(14)16-7-10(19(24)25)1-4-13(16)20(26)28-21/h2*1-9,22-23H,(H,24,25) |
| InChIKey | BPVHBBXCESDRKW-UHFFFAOYSA-N |
| Appearance | Dark Orange to Brown Solid |
| Melting Point | >250°C (dec.) |
Product Specification
| Excitation | 492 nm |
| Emission | 514 nm |
| Storage | Store at -20°C |
| Signal | Warning |
| GHSHazardStatements | H317 (33.33%): May cause an allergic skin reaction [Warning Sensitization, Skin] H319 (66.67%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] |
| Precautionary Statement Codes | P261, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P317, P362+P364, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Application
5(6)-Carboxyfluorescein, a highly versatile fluorescent dye, finds diverse applications in scientific research.
Cell Viability Assays: Widely utilized in assessing cellular health, 5(6)-Carboxyfluorescein is a non-toxic dye that easily infiltrates living cells, where esterase enzymes hydrolyze it into a fluorescent compound. This fluorescence, quantitatively measurable, aids in determining cell viability and enhances research in cytotoxicity and drug screening by shedding light on the dynamics of cell survival.
Flow Cytometry: An indispensable companion in flow cytometry, 5(6)-Carboxyfluorescein acts as a crucial dye for labeling and tracing cells. By affixing this dye to cells, researchers gain insights into cell properties like size, granularity, and complexity while being able to classify specific cell populations based on fluorescence intensity. This technique, critical for immunophenotyping and cell sorting, is instrumental in deciphering cellular behaviors under varied conditions.
Live Cell Imaging: For real-time monitoring of dynamic cellular processes, 5(6)-Carboxyfluorescein shines in live cell imaging. Its robust fluorescence and high photostability make it an excellent tool for tracking cellular movements, interactions, and morphological changes. By leveraging this dye, researchers delve into realms such as cell migration, intracellular trafficking, and the impacts of pharmacological agents on cellular behavior, opening new avenues for scientific exploration.
Membrane Potential Studies: In probing membrane potential and ion flux within cells, 5(6)-Carboxyfluorescein plays a pivotal role. Its ability to differentially accumulate across membranes in response to potential alterations allows researchers to gauge shifts in membrane potential, crucial for unraveling the physiological functions of cells, particularly in fields like neuroscience and cardiology research, where understanding cellular dynamics is paramount.
Computed Properties
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 14 |
| Rotatable Bond Count | 2 |
| Exact Mass | 752.11660544 g/mol |
| Monoisotopic Mass | 752.11660544 g/mol |
| Topological Polar Surface Area | 227Ų |
| Heavy Atom Count | 56 |
| Formal Charge | 0 |
| Complexity | 1270 |
| 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 | 2 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| WO-2021226036-A1 | Compositions and methods for passive optical barcoding for multiplexed assays | 2020-05-04 |
| WO-2021150838-A1 | Compositions and methods for cell-like calibration particles | 2020-01-24 |
| US-10481068-B2 | Hydrogel particles with tunable optical properties | 2012-04-06 |
| US-2018252630-A1 | Hydrogel particles with tunable optical properties | 2012-04-06 |
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