
2',7'-Dichlorodihydrofluorescein | CAS 106070-31-9
| Catalog Number | F04-0029 |
| Category | Fluorescein FAM |
| Molecular Formula | C20H12Cl2O5 |
| Molecular Weight | 403.2 |
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Product Introduction
2',7'-Dichlorodihydrofluorescein is a fluorescent probe.
Chemical Information
Application
Chemical Information
| Synonyms | 2,7-Dichlorodihydrofluorescein; DCFH; 2,7-dichlorofluorescin |
| Purity | 98% by HPLC |
| IUPAC Name | 2-(2,7-dichloro-3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid |
| SMILES | C1=CC=C(C(=C1)C2C3=CC(=C(C=C3OC4=CC(=C(C=C24)Cl)O)O)Cl)C(=O)O |
| InChI | InChI=1S/C20H12Cl2O5/c21-13-5-11-17(7-15(13)23)27-18-8-16(24)14(22)6-12(18)19(11)9-3-1-2-4-10(9)20(25)26/h1-8,19,23-24H,(H,25,26) |
| InChIKey | XDFNWJDGWJVGGN-UHFFFAOYSA-N |
| Appearance | Pink to Orange Solid |
Application
2',7'-Dichlorodihydrofluorescein is a reduced fluorescein derivative widely used as a fluorescence-activated probe precursor in oxidative stress and reactive species research. In typical workflows, oxidation converts the non-fluorescent or weakly fluorescent dihydrofluorescein form into a fluorescent fluorescein species, enabling visualization and plate-based readout with standard fluorescein-compatible filter sets. The dichloro-substituted scaffold provides a practical platform for monitoring intracellular or cell-free oxidative processes during chemical biology studies.
1. Intracellular Oxidative Monitoring
2',7'-Dichlorodihydrofluorescein is used by cell biology and chemical biology laboratories to monitor oxidative stress in cultured cells, where probe oxidation yields a fluorescein signal that can be tracked over time. Researchers commonly employ this reagent in fluorescence microscopy workflows to compare relative oxidative burden across experimental conditions such as antioxidant treatment, redox perturbation, or oxidative challenge. Because the readout is fluorescence intensity-based, it is also frequently incorporated into quantitative imaging experiments designed to map spatial differences in oxidative response within cells.
2. Flow Cytometry Redox Assays
2',7'-Dichlorodihydrofluorescein supports flow cytometry-based redox profiling, where fluorescence gain upon oxidation enables single-cell distribution analysis. Flow cytometry users often apply it as a rapid, intensity readout to quantify shifts in oxidative state across cell populations, including comparisons between treated and control samples, or between different cell types in co-culture and differentiation studies. The fluorescein-like emission behavior makes it practical for routine cytometer configurations that already support fluorescein/green fluorescence detection.
3. Plate-Based Fluorescence Screening
2',7'-Dichlorodihydrofluorescein is widely used in assay development and high-throughput screening formats to evaluate oxidative reactivity in microplate fluorescence assays. In these applications, investigators track fluorescence increase as a function of exposure time or reagent concentration to compare oxidative stress-inducing compounds, antioxidant candidates, or redox-active tool compounds. The workflow is commonly used in cell-free or lysate-based screening designs where a robust fluorescence intensity readout is preferred for throughput and automated data analysis.
4. Reactive Species Research Tool
2',7'-Dichlorodihydrofluorescein is used as a general-purpose oxidative probe in mechanistic studies of reactive oxygen-related chemistry, supporting experiments that investigate how chemical environments influence oxidative conversion to fluorescent products. Researchers use it to explore relative reactivity under controlled conditions in buffers, reaction mixtures, or biological extracts, often pairing it with complementary probes or inhibitors to interpret oxidative pathways. This application is particularly common in fluorescence chemistry and molecular imaging development efforts where a fluorescein-derived signal is leveraged as a convenient, widely detectable readout for oxidation-driven probe activation.
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