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词条 Dichlorofluorescein
释义

  1. References

{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 460782986
| ImageFile = Dichlorofluorescein.svg
| ImageSize = 205
| IUPACName = 2',7'-dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one
| OtherNames =
|Section1={{Chembox Identifiers
| 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
| InChIKey = VFNKZQNIXUFLBC-UHFFFAOYAO
| InChI1 = 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
| InChIKey1 = VFNKZQNIXUFLBC-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = 76-54-0
| PubChem = 64944
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 58471
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 51596
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1908059
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = VFNKZQNIXUFLBC-UHFFFAOYSA-N
| SMILES = Clc5cc4c(Oc1cc(O)c(Cl)cc1C34OC(=O)c2c3cccc2)cc5O
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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
|Section2={{Chembox Properties
| C=20| H=10| Cl=2| O=5
| Appearance =
| Density =
| MeltingPt =
| BoilingPt =
| Solubility =
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}

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

It is used as an indicator for argentometry by Fajans method.[1][2]

It is also used in the cellular antioxidant activity (CAA) assay. Dichlorofluorescin (DCFH) is a probe that is trapped within cells and is easily oxidized to fluorescent dichlorofluorescein (DCF). 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] By itself, dichlorofluorescin (DCFH) also quantifies intracellular hydrogen peroxide as well as cellular oxidative stress.[4]

References

1. ^{{cite journal | last1 = Kolthoff | first1 = I. M. | last2 = Lauer | first2 = W. M. | last3 = Sunde | first3 = C. J. | journal = Journal of the American Chemical Society | volume = 51 | pages = 3273 | year = 1929 | doi = 10.1021/ja01386a014 | title =The Use of Dichlorofluorescein as an Adsorption Indicator for the Argentometric Titration of Chlorides | issue = 11}}
2. ^{{cite journal | last1 =Bambach | first1 =Karl | last2 =Rider | first2 =T. H. | title =Volumetric Determinations of Halides: Use of Dichlorofluorescein as an Adsorption Indicator | journal =Industrial & Engineering Chemistry Analytical Edition | volume =7 | pages =165 | year =1935 | doi =10.1021/ac50095a012 | issue =3}}
3. ^{{Cite journal | last1 = Wolfe | first1 = K. L. | last2 = Liu | first2 = R. H. | doi = 10.1021/jf0715166 | title = Cellular Antioxidant Activity (CAA) Assay for Assessing Antioxidants, Foods, and Dietary Supplements | journal = Journal of Agricultural and Food Chemistry | volume = 55 | issue = 22 | pages = 8896–8907 | year = 2007 | pmid = 17902627| pmc = }}
4. ^{{Cite journal | last1 = LeBel | first1 = C. P. | last2 = Ischiropoulos | first2 = Harry | last3 = Bondy | first3 = S. C. | doi = 10.1021/tx00026a012 | title = Evaluation of the probe 2',7'-dichlorofluorescin as an indicator of reactive oxygen species formation and oxidative stress | journal = Chem. Res. Toxicol. | volume = 5 | issue = 2 | pages = 227–231 | year = 1992 }}

5 : Fluorone dyes|Chloroarenes|Spiro compounds|Hydroxyarenes|Triarylmethane dyes

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