Dichlorofluorescein

Dichlorofluorescein
Names
	IUPAC name 2',7'-dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one
Identifiers
CAS Number	76-54-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:51596 ;
ChEMBL	ChEMBL1908059 ;
ChemSpider	58471 ;
ECHA InfoCard	100.000.881
PubChem CID	64944;
CompTox Dashboard (EPA)	DTXSID8058798 ;
	InChI InChI=1S/C20H10Cl2O5/c21-13-5-11-17(7-15(13)23)26-18-8-16(24)14(22)6-12(18)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,23-24H Key: VFNKZQNIXUFLBC-UHFFFAOYSA-N ; InChI=1/C20H10Cl2O5/c21-13-5-11-17(7-15(13)23)26-18-8-16(24)14(22)6-12(18)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,23-24H Key: VFNKZQNIXUFLBC-UHFFFAOYAO; InChI=1S/C20H10Cl2O5/c21-13-5-11-17(7-15(13)23)26-18-8-16(24)14(22)6-12(18)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,23-24H Key: VFNKZQNIXUFLBC-UHFFFAOYSA-N;
	SMILES Clc5cc4c(Oc1cc(O)c(Cl)cc1C34OC(=O)c2c3cccc2)cc5O;
Properties
Chemical formula	C20H10Cl2O5
Molar mass	401.20 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Dichlorofluorescein (DCF) is an organic dye of the fluorescein family, being substituted at the 2 and 7 positions by chloride.

It is also used in the cellular antioxidant activity (CAA) assay. Dichlorofluorescin is a probe that is trapped within cells and is easily oxidized to fluorescent dichlorofluorescein. The method measures the ability of compounds to prevent the formation of DCF by 2,2'-Azobis(2-amidinopropane) dihydrochloride (ABAP)-generated peroxyl radicals in human hepatocarcinoma HepG2 cells.^[3]

References

^ Kolthoff, I. M.; Lauer, W. M.; Sunde, C. J. (1929). "The Use of Dichlorofluorescein as an Adsorption Indicator for the Argentometric Titration of Chlorides". Journal of the American Chemical Society. 51 (11): 3273. doi:10.1021/ja01386a014.
^ Bambach, Karl; Rider, T. H. (1935). "Volumetric Determinations of Halides: Use of Dichlorofluorescein as an Adsorption Indicator". Industrial & Engineering Chemistry Analytical Edition. 7 (3): 165. doi:10.1021/ac50095a012.
^ Wolfe, K. L.; Liu, R. H. (2007). "Cellular Antioxidant Activity (CAA) Assay for Assessing Antioxidants, Foods, and Dietary Supplements". Journal of Agricultural and Food Chemistry. 55 (22): 8896–8907. doi:10.1021/jf0715166. PMID 17902627.