
6-Carboxyfluorescein diacetate | CAS 3348-03-6
| Catalog Number | A16-0067 |
| Category | Cell Proliferation Tracer Fluorescent Probes |
| Molecular Formula | C25H16O9 |
| Molecular Weight | 460.39 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
6-Carboxyfluorescein diacetate is a membrane-permeable fluorogenic probe that, upon hydrolysis by intracellular esterases, converts to the fluorescent compound 6-carboxyfluorescein. This process results in a green fluorescence emission, which is widely utilized in cell viability assays and intracellular tracking due to its ability to remain trapped within live cells. The compound features an acetate group that facilitates cell entry and subsequent enzymatic activation, making it suitable for fluorescence microscopy and flow cytometry applications.
Chemical Information
Product Specification
Application
Computed Properties
Literatures
Patents
Chemical Information
| Synonyms | 6-CFDA; 3',6'-Diacetoxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-6-carboxylic acid |
| IUPAC Name | 3',6'-diacetyloxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylic acid |
| SMILES | CC(=O)OC1=CC2=C(C=C1)C3(C4=C(O2)C=C(C=C4)OC(=O)C)C5=C(C=CC(=C5)C(=O)O)C(=O)O3 |
| InChI | InChI=1S/C25H16O9/c1-12(26)31-15-4-7-18-21(10-15)33-22-11-16(32-13(2)27)5-8-19(22)25(18)20-9-14(23(28)29)3-6-17(20)24(30)34-25/h3-11H,1-2H3,(H,28,29) |
| InChIKey | QMOGCCYGOPYYNT-UHFFFAOYSA-N |
Product Specification
| Excitation | 553 |
| Emission | 575 |
| Signal | Warning |
| GHSHazardStatements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] |
| Precautionary Statement Codes | P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Application
6-Carboxyfluorescein diacetate (CFDA) is a versatile fluorescent dye widely utilized in diverse biological and biochemical settings. Here we explore four key applications of CFDA:
Cell Viability Assays: CFDA serves as a cornerstone for evaluating cell viability and cytotoxicity across various cell types. Upon cellular uptake, CFDA undergoes hydrolysis by intracellular esterases, unveiling the fluorescent derivative 6-carboxyfluorescein. This fluorescence can be quantified, offering researchers a window into the realm of viable cells within a population.
Flow Cytometry: Delving into the realms of cell tracking and proliferation studies, 6-Carboxyfluorescein diacetate finds extensive application in flow cytometry. Following its conversion to a fluorescent entity within cells, it becomes a beacon for traversing through multiple cell divisions. By tracking the dilution of fluorescence intensity, scientists can gain insights into cell proliferation rates and lineage tracing dynamics.
Intracellular pH Measurement: A realm where CFDA truly shines is in the measurement of intracellular pH levels. Its fluorescence intensity is intricately linked with pH variations, offering researchers a tool for real-time monitoring within cells. By introducing CFDA into cellular landscapes, it undergoes hydrolysis to release the pH-sensitive dye 6-carboxyfluorescein, unveiling a dynamic palette for exploring intracellular pH fluctuations across diverse experimental terrains.
Confocal Microscopy: Entering the realm of confocal microscopy, CFDA emerges as a vital ally for imaging live cells and tissues with finesse. Its exceptional fluorescence properties, coupled with non-toxicity and cell membrane penetration capabilities, make it a prized asset for live-cell imaging endeavors. By harnessing CFDA, researchers can peer into the intricate world of cellular processes such as endocytosis, organelle dynamics, and cellular motility, painting a vivid picture with high spatial resolution.
Computed Properties
| XLogP3 | 3.2 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 5 |
| Exact Mass | 460.07943208 g/mol |
| Monoisotopic Mass | 460.07943208 g/mol |
| Topological Polar Surface Area | 125Ų |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Complexity | 828 |
| 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 |
|---|---|---|---|
| 22727158 | 2012-07-01 | Effect of Pru p 3 on dendritic cell maturation and T-lymphocyte proliferation in peach allergic patients | Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology |
| 21841816 | 2011-11-01 | Chimeric flagellin expressed by Salmonella typhimurium induces an ESAT-6-specific Th1-type immune response and CTL effects following intranasal immunization | Cellular & molecular immunology |
| 20880209 | 2011-01-01 | Development of a nondestructive fluorescence-based enzymatic staining of microcolonies for enumerating bacterial contamination in filterable products | Journal of applied microbiology |
| 20796276 | 2010-08-26 | The PI3K/Akt pathway upregulates Id1 and integrin α4 to enhance recruitment of human ovarian cancer endothelial progenitor cells | BMC cancer |
| 19756838 | 2010-03-01 | Apoptosis- and necrosis-induced changes in light attenuation measured by optical coherence tomography | Lasers in medical science |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| JP-7190534-B1 | Microorganism detection method | 2021-06-14 |
| WO-2022264454-A1 | Method for detecting microorganisms | 2021-06-14 |
| WO-2022165332-A2 | Functionalized 1,3-benzene diols and their method of use for the treatment of inflammation and pain | 2021-02-01 |
| WO-2022126416-A1 | Anti-bcma antibody, preparation method therefor and application thereof | 2020-12-16 |
| WO-2022116591-A1 | Pluripotent stem cell and derivative thereof | 2020-12-04 |
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