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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-permeant prodrug of 6-Carboxyfluorescein, which has been used to differentiate viable cells from apoptotic cells.
Chemical Information
Product Specification
Application
Computed Properties
Literatures
Patents
| 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 |
| Canonical 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 |
| 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.) |
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.
| 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 |
| 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 |
| 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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