| Identification | Back Directory | [Name]
2' 7'-DICHLOROFLUORESCIN DIACETATE FOR& | [CAS]
4091-99-0 | [Synonyms]
DCFH
DCFH-DA
Dichlorofluorescin diacetate
2'',7''-Dichlorofluorescein diac
2',7'-Dichlorofluorescin diacetat
-Dichlorodihydrofluorescein diacetate
2' 7'-DICHLOROFLUORESCIN DIACETATE FOR&
2',7'-Dichlorodihydrofluoresceinediacetate
Dichlorofluorescin diacetate analytical grade
2-(3,6-Diacetoxy-2,7-dichloro-9H-xanthen-9-yl)
2',7'-DICHLOROFLUORESCIN DI-ACETATE ANALYTICAL GRADE
2',7'-DICHLOROFLUORESCIN DIACETATE, FOR FLUORESCENCE
H2DCFDA [2',7'-Dichlorodihydrofluorescein diacetate]
2-(3,6-diacetoxy-2,7-dichloro-9H-xanthen-9-yl)benzoic acid
2-(2,7-Dichloro-3,6-diacetoxy-9H-xanthen-9-yl)benzoic acid
2-(3,6-diacetyloxy-2,7-dichloro-9H-xanthen-9-yl)benzoic acid
2-[3,6-bis(acetyloxy)-2,7-dichloro-9h-xanthen-9-yl]-benzoicaci
2-[3,6-Bis(acetyloxy)-2,7-dichloro-9H-xanthen-9-yl]benzoic acid
o-(2,7-Dichloro-3,6-dihydroxyxanthen-9-yl)benzoic Acid Diacetate
2,7-Dichlorodihydrofluorescein diacetate (2,7-Dichlorofluorescin diacetate
2′,7′-Dichlorofluorescin diacetate,2′,7′-Dichlorodihydrofluorescein diacetate | [EINECS(EC#)]
2017-001-1 | [Molecular Formula]
C24H16Cl2O7 | [MDL Number]
MFCD00128955 | [MOL File]
4091-99-0.mol | [Molecular Weight]
487.286 |
| Chemical Properties | Back Directory | [Appearance]
white to yellow-beige or pale pink powder | [Melting point ]
209-210 °C(lit.)
| [Boiling point ]
593.5±50.0 °C(Predicted) | [density ]
1.463±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
DMF: soluble
| [form ]
Crystalline solid | [pka]
3.79±0.36(Predicted) | [color ]
White to off-white | [BRN ]
4610273 | [Stability:]
Light Sensitive | [InChI]
InChI=1S/C24H16Cl2O7/c1-11(27)31-21-9-19-15(7-17(21)25)23(13-5-3-4-6-14(13)24(29)30)16-8-18(26)22(32-12(2)28)10-20(16)33-19/h3-10,23H,1-2H3,(H,29,30) | [InChIKey]
PXEZTIWVRVSYOK-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=CC=C1C1C2=C(C=C(OC(C)=O)C(Cl)=C2)OC2=C1C=C(Cl)C(OC(C)=O)=C2 | [EPA Substance Registry System]
2',7'-Dichlorohydrofluorescein diacetate (4091-99-0) |
| Hazard Information | Back Directory | [Description]
DCFH (commonly known as dichlorofluorescin) is used as an indicator of peroxynitrite formation.1,2 DCFH is supplied as the diacetate ester. Following enzymatic or base-catalyzed cleavage of the diacetate groups, it is readily oxidized to the highly fluorescent product dichlorofluorescein (DHF). Peroxynitrite is an efficient mediator of this oxidation and neither NO, superoxide, nor hydrogen peroxide alone appear to oxidize DCFH. Formation of DHF can be monitored by fluorescence spectroscopy using excitation and emission wavelengths of 502 and 523 nm, respectively, or by absorbance spectroscopy at 500 nm (ε = 59,500 M−1cm−1).1,2 | [Chemical Properties]
white to yellow-beige or pale pink powder | [Uses]
2',7'-Dichlorodihydrofluorescein as a cell-permeable non-fluorescent probe. It is de-esterified intracellularly and turns to highly fluorescent 2’7’dichlorofluorescein upon oxidation. | [Uses]
2′,7′-Dichlorofluorescin diacetate is a cell-permeable non-fluorescent probe. 2′,7′-Dichlorofluorescin diacetate is de-esterified intracellularly and turns to highly fluorescent 2′,7′-dichlorofluorescein upon oxidation.
Applications include sensitive and rapid quantitation of oxygen-reactive species in response to oxidative metabolism; microplate assay for detecting oxidative products in phagocytic cells, and quantitative multiwell myeloid differentiation assay. | [Uses]
Cell-permeable fluorogenic probe used to measure reactive oxygen species (ROS) within cells by detection of enzymatically formed hydrogen peroxide. | [General Description]
Cell-permeable fluorogenic probe that is useful for the detection of reactive oxygen species (ROS) and nitric oxide (?NO) and for the determination of the degree of overall oxidative stress. | [Biochem/physiol Actions]
Cell permeable: yes | [storage]
Store at -20°C | [References]
[1] N W KOOY H I J A Royall. Oxidation of 2’,7’-dichlorofluorescin by peroxynitrite.[J]. Free Radical Research, 1997, 27 3: 245-254. DOI: 10.3109/10715769709065763
[2] TARABOVá B, LUKE? P, HAMMER M U, et al. Fluorescence measurements of peroxynitrite/peroxynitrous acid in cold air plasma treated aqueous solutions[J]. Physical Chemistry Chemical Physics, 2019, 17: 8883-8896. DOI: 10.1039/c9cp00871c
[3] HYEJIN PARK. Oridonin Enhances Radiation-Induced Cell Death by Promoting DNA Damage in Non-Small Cell Lung Cancer Cells.[J]. International Journal of Molecular Sciences, 2018, 19 8. DOI: 10.3390/ijms19082378
[4] THAMIZHINIYAN VENKATESAN Young K K Young Woong Choi. Effect of an extraction solvent on the antioxidant quality of Pinus densiflora needle extract[J]. Journal of Pharmaceutical Analysis, 2019, 9 3: Pages 193-200. DOI: 10.1016/j.jpha.2019.03.005
[5] LINA DU. Probenecid and N-Acetylcysteine Prevent Loss of Intracellular Glutathione and Inhibit Neuronal Death after Mechanical Stretch Injury In Vitro.[J]. Journal of neurotrauma, 2016, 33 20 1: 1913-1917. DOI: 10.1089/neu.2015.4342
[6] JIN-YI YANG Wei Y Y. Spatiotemporally controlled initiation of Parkin-mediated mitophagy within single cells.[J]. Autophagy, 2011: 1230-1238. DOI: 10.4161/auto.7.10.16626 | [Abs/Em Maxima]
511/533 nm | [Excitation / Emission Maximum]
492 nm/515 nm | [Fluoresene quantum yield]
0.76 | [Extinction Coefficient]
118626 | [CF260]
0.17 | [CF280]
0.14 |
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