2′,7′-Dichlorodihydrofluorescein Diacetate

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Products Intro: Product Name:2′,7′-Dichlorodihydrofluorescein Diacetate
CAS:4091-99-0
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Products Intro: Product Name:Benzoic acid,2-[3,6-bis(acetyloxy)-2,7-dichloro-9H-xanthen-9-yl]-
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  • 2026-01-24
  • CAS:4091-99-0
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2′,7′-Dichlorodihydrofluorescein Diacetate Basic information
Product Name:2′,7′-Dichlorodihydrofluorescein Diacetate
Synonyms:187263;2,7-Dichlorofluorescin Diacetate - CAS 4091-99-0 - Calbiochem;2,7-Dichlorodihydrofluorescein diacetate (2,7-Dichlorofluorescin diacetate;2',7'-DICHLOROFLUORESCIN DIACETATE, FOR FLUORESCENCE;2',7'-Dichlorodihydrofluoresceinediacetate;Dichlorofluorescin diacetate;2'',7''-Dichlorofluorescein diac;2-(2,7-Dichloro-3,6-diacetoxy-9H-xanthen-9-yl)benzoic acid
CAS:4091-99-0
MF:C24H16Cl2O7
MW:487.29
EINECS:685-843-8
Product Categories:
Mol File:4091-99-0.mol
2′,7′-Dichlorodihydrofluorescein Diacetate Structure
2′,7′-Dichlorodihydrofluorescein Diacetate Chemical Properties
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
pka3.79±0.36(Predicted)
form Crystalline solid
color White to off-white
Appearancecolorless solid
BRN 4610273
Stability:Light Sensitive
InChIInChI=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)
InChIKeyPXEZTIWVRVSYOK-UHFFFAOYSA-N
SMILESC(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 System2',7'-Dichlorohydrofluorescein diacetate (4091-99-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-26
WGK Germany 3
10-21
TSCA TSCA listed
HS Code 29329990
Storage Class11 - Combustible Solids
MSDS Information
2′,7′-Dichlorodihydrofluorescein Diacetate Usage And Synthesis
DescriptionDCFH (commonly known as dichlorofluorescin) is used as an indicator of peroxynitrite formation. 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).
Chemical Propertieswhite to yellow-beige or pale pink powder
UsesCell-permeable fluorogenic probe used to measure reactive oxygen species (ROS) within cells by detection of enzymatically formed hydrogen peroxide.
Uses2',7'-Dichlorodihydrofluorescein as a cell-permeable non-fluorescent probe. It is de-esterified intracellularly and turns to highly fluorescent 2’7’dichlorofluorescein upon oxidation.
Uses2′,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.
General DescriptionCell-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 ActionsCell permeable: yes
storageStore 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 Maxima511/533 nm
Excitation / Emission Maximum492 nm/515 nm
Fluoresene quantum yield0.76
Extinction Coefficient118626
CF2600.17
CF2800.14
2′,7′-Dichlorodihydrofluorescein Diacetate Preparation Products And Raw materials
Raw materials2',7'-DICHLOROFLUORESCIN DIACETATE
Preparation Products2',7'-Dichlorofluorescein-->2',7'-dichlorodihydrofluorescein
Tag:2′,7′-Dichlorodihydrofluorescein Diacetate(4091-99-0) Related Product Information
Adenine Sulfate Dihydrate 2',7'-Dichlorofluorescein 2′,7′-Dichlorodihydrofluorescein Diacetate 2',7'-DICHLOROFLUORESCIN DIACETATE 5-(AND-6)-CARBOXY-2',7'-DICHLORODIHYDROFLUORESCEIN DIACETATE 5-(and-6)-carboxy-2`,7`-dichlorofluorescein diacetate 6-Carboxy-2',7'-dichlorofluorescein 3',6'-Diacetate SucciniMidyl Ester 5(6)-CARBOXY-2',7'-DICHLOROFLUORESCEIN DIACETATE N-SUCCINIMIDYL ESTER 2'',7''-DICHLOROFLUORESCIN DIACETATE 2',7'-DICHLORODIHYDROFLUORESCEIN DIACETATE (2',7'-DICHLOROFLUORESCIN DIACETATE; H2DCFDA) 5-CARBOXY-2'',7''-DICHLORODIHYDROFLUORESCEIN DIACETATE, DI(ACETOXYMETHYL ESTER) 5-(AND-6)-CARBOXY-2',7'-DICHLOROFLUORESCEIN DIACETATE, SUCCINIMIDYL ESTER 6-CARBOXY-2',7'-DICHLORODIHYDROFLUORESCEIN DIACETATE, DI(ACETOXYMETHYL ESTER) 6-CARBOXY-2'',7''-DICHLORODIHYDROFLUORESCIN DIACETATE, DI(ACETOXYMETHYL ESTER) CALCIUM GREEN(TM)-2, AM 5-(AND-6)-CARBOXY-2',7'-DICHLOROFLUORESCEIN DIACETATE 5-(AND-6)-CHLOROMETHYL-2',7'-DICHLORODIHYDROFLUORESCEIN DIACETATE 2',7'-DICHLORODIHYDROFLUORESCEIN DIACETATE, SUCCINIMIDYL ESTER

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