106070-31-9
Chemical Structure
2,7-Dichlorodihydrofluorescein
Synonym(s): DCFH2
- CAS No.: 106070-31-9
- Formula:C20H12Cl2O5
- Molecular Weight:403.21
IUPAC Name: 2-(2,7-dichloro-3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid
InChIKey: XDFNWJDGWJVGGN-UHFFFAOYSA-N
SMILES: O=C(C1=C(C2C3=CC(Cl)=C(C=C3OC4=CC(O)=C(C=C42)Cl)O)C=CC=C1)O
Biological Activity: 2,7-Dichlorodihydrofluorescein (DCFH2) is a non-fluorescent reactive oxygen species (ROS) probe with an excitation wavelength of 485-500 nm and an emission wavelength of 515-530 nm. 2,7-Dichlorodihydrofluorescein is first hydrolyzed by intracellular esterases and then oxidized by ROS to generate non-biomembrane-permeable, highly fluorescent 2,7-dichlorofluorescein (DCF). The fluorescence intensity of DCF is positively correlated with the ROS concentration. 2,7-Dichlorodihydrofluorescein can undergo oxidation reactions with a variety of ROS (such as ·OH, H2O2, ONOO-, etc.) and is used to quantitatively detect the level of oxidative stress inside and outside cells. It is suitable for oxidative stress analysis in in vitro cell models and in vivo targeted delivery (such as liver-targeted liposomes)[1][2].
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2,7-Dichlorodihydrofluorescein | 98.79% | 2,7-Dichlorodihydrofluorescein (DCFH2) is a non-fluorescent reactive oxygen species (ROS) probe with an excitation wavelength of 485-500 nm and an emission wavelength of 515-530 nm. 2,7-Dichlorodihydrofluorescein is first hydrolyzed by intracellular esterases and then oxidized by ROS to generate non-biomembrane-permeable, highly fluorescent 2,7-dichlorofluorescein (DCF). The fluorescence intensity of DCF is positively correlated with the ROS concentration. 2,7-Dichlorodihydrofluorescein can undergo oxidation reactions with a variety of ROS (such as ·OH, H2O2, ONOO-, etc.) and is used to quantitatively detect the level of oxidative stress inside and outside cells. It is suitable for oxidative stress analysis in in vitro cell models and in vivo targeted delivery (such as liver-targeted liposomes). | ||||||||||||||||||||
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- [1]. Reiniers MJ, et al. Preparation and Practical Applications of 2',7'-Dichlorodihydrofluorescein in Redox Assays. Anal Chem. 2017 Apr 4;89(7):3853-3857. [Content Brief]
- [2]. Chen X, et al. 2',7'-Dichlorodihydrofluorescein as a fluorescent probe for reactive oxygen species measurement: Forty years of application and controversy. Free Radic Res. 2010 Jun;44(6):587-604. [Content Brief]
Keywords