| Identification | More | [Name]
2',7'-DICHLOROFLUORESCEIN | [CAS]
76-54-0 | [Synonyms]
2',7'-DICHLORO-3',6'-DIHYDROXYSPIRO[ISOBENZOFURAN-1(3H),9'-[9H]XANTHEN]-3-ONE
2',7'-DICHLORO-3,6-FLUORANDIOL
2',7'-DICHLOROFLUORESCEIN
2,7-DICHLOROFLUORESCEIN
2',7'-DICHLORO-FLUORESCEINE
3,6-DICHLOROFLUORAN
DICHLOROFLUORESCEIN
DICHLOROFLUORESCEIN TS
DICHLORO (R) FLUORESCEIN
FLUORESCEIN 27
FLUORESCEIN DICHLORIDE
TIMTEC-BB SBB008847
2’,t-dichlorofluorescein
9’-[9H]xanthen]-3-one,2’,7’-dichloro-3’,6’-dihydroxy-Spiro[isobenzofuran-1(3H)
dcorange25(fluorescein
dcorange25(fluorescein548)
spiro[isobenzofuran-1(3h),9’-[9h]xanthen]-3-one,2’,7’-dichloro-3’,6’-dihydroxy
2-(2,7-dichloro-6-hydroxy-3-oxo-3-H-xanthen-9-yl)benzoic acid
2,7-Dichorofluorescin
2',7'-Dichlorofluorofluorescein | [EINECS(EC#)]
200-968-6 | [Molecular Formula]
C20H10Cl2O5 | [MDL Number]
MFCD00005047 | [Molecular Weight]
401.2 | [MOL File]
76-54-0.mol |
| Chemical Properties | Back Directory | [Appearance]
red to yellow solid | [Melting point ]
280 °C (dec.)(lit.) | [Boiling point ]
514.77°C (rough estimate) | [bulk density]
390kg/m3 | [density ]
0.79 g/mL at 20 °C
| [refractive index ]
1.5300 (estimate) | [Fp ]
12°C (53.6°F) | [storage temp. ]
room temp | [solubility ]
alcohol: passes test | [form ]
crystalline
| [pka]
4.46(at 25℃) | [color ]
orange to red-brown, powder | [PH Range]
4.0 (colorless) - 6.6 (green) | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
Soluble in ethanol and methanol. Slightly dimethyl sulfoxide. Insoluble in water. | [λmax]
509nm | [BRN ]
58009 | [Major Application]
Electroluminescent devices, sol-gel silica films, integrated circuits, photoresists, lithographic
printing plates, recording material, LED devices, photoconductors, Solid-state dye laser, lithographic printing plates, inks, Fluorescent pH sensors, emissive probes, chemotherapeutic treatment of disease, phototherapeutic treatment of disease, photodynamic treatment of disease | [InChIKey]
NZVMJBGGAQSNLI-UHFFFAOYSA-N | [CAS DataBase Reference]
76-54-0(CAS DataBase Reference) | [EPA Substance Registry System]
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 2',7'-dichloro-3',6'-dihydroxy- (76-54-0) |
| Questions And Answer | Back Directory | [Note]
Hans et al. report that 2',7'-Dichlorofluorescein (DCF) finds legitimate experimental use in the generation of standard curves used to calibrate DCFH2-DA experimental results, post-chromatography estimation of carbohydrates and in indirect fluorimetric detection in open tubular capillary chromatography (OTC-HPLC). However, DCF is inappropriate for demonstrating ROS as it is oxidized to a non-fluorescent compound in the presence of hydroxyl radicles[1].
|
| Hazard Information | Back Directory | [Description]
2',7'-Dichlorofluorescein can be used in the synthesis of 2',7'-Dichlorodihydrofluorescein, which is a cell-permeable non-fluorescent probe. | [Chemical Properties]
red to yellow solid | [Uses]
2',7'-Dichlorofluorescein is used as an indicator and as a cellular antioxidant activity. It is also used for the determination of carbohydrates and hydrogen peroxide by fluorescence densitometry and chemiluminescence respectively. It is used as an indicator for argentometry by Fajans method. It is also involved in the cellular antioxidant activity assay. It is utilized as an additive in fluorescence and laser studies.
A new fluorescent sensor for Cd2+ and its application in living cells imaging. Tetrahedron Lett. 2015, 56 (11), 1322-1327.
Colorimetric and fluorogenic signaling of fluoride ions by thiophosphinated dichlorofluorescein. Dyes Pigm. 2015, 112, 170-175. | [Uses]
2',7'-Dichlorofluorescein is used as an indicator and as a cellular antioxidant activity. It is also used for the determination of carbohydrates and hydrogen peroxide by fluorescence densitometry and chemiluminescence respectively. It is used as an indicator for argentometry by Fajans method. It is also involved in the cellular antioxidant activity assay. It is utilized as an additive in fluorescence and laser studies. | [Uses]
Widely used probe, e.g. for determination of carbohydrates by fluorescence densitometry after TLC and determination of H2O2 by chemiluminescence. Fluorescent additives used in indirect fluorimetric detection in OTC-HPLC. | [Application]
2',7'-dichlorofluorescein has been used as an oxidation-sensitive fluorescent probe to measure ROS (reactive oxygen species) formation in cells. | [Definition]
2',7'-dichlorofluorescein is a member of 2-benzofurans. It has a role as a fluorochrome. It derives from a fluorescin. | [Biological Activity]
2',7'-dichlorofluorescein is an oxidation-sensitive fluorescent probe. 2′7′-dichlorofluorescein diacetate is oxidized to 2′7′-dichlorofluorescein in the presence of ROS (reactive oxygen species). | [Biochem/physiol Actions]
2′,7′-Dichlorofluorescein is an oxidation-sensitive fluorescent probe. 2′7′-dichlorofluorescein diacetate is oxidized to 2′7′-dichlorofluorescein in the presence of ROS (reactive oxygen species). | [storage]
Store at -20°C | [References]
[1] Chander Hans. “2’,7’-Dichlorofluorescein (DCF) or 2’,7’-dichlorodihydrofluorescein diacetate (DCFH2-DA) to measure reactive oxygen species in erythrocytes.” Biomedicine & Pharmacotherapy (2021): 111512. |
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