
CAS Number4091-99-0
Synonyms2,7-Dichlorodihydrofluorescein diacetate; H2DCFDA [2',7'-Dichlorodihydrofluorescein diacetate]; MFCD00128955; 2-(3,6-Diacetoxy-2,7-dichloro-9H-xanthen-9-yl)benzoic acid; Leucodiacetyldichlorofluorescein; H2DCFDA; 2',7'-dichlorofluorescin diacetate; DCFH
Molecular FormulaC24H16Cl2O7
Molecular Weight487.29
Purity≥97%
Density1.5±0.1 g/cm3
Boiling Point593.5±50.0 °C at 760 mmHg
Melting Point209-210ºC(lit.)
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 4091-99-0 |
| Catalog No. | 2A-9030538 |
| Chinese Name | 2-(3,6-二乙酰氧基-2,7-二氯-9H-氧杂蒽-9-基)苯甲酸 |
| Synonyms | 2,7-Dichlorodihydrofluorescein diacetate; H2DCFDA [2',7'-Dichlorodihydrofluorescein diacetate]; MFCD00128955; 2-(3,6-Diacetoxy-2,7-dichloro-9H-xanthen-9-yl)benzoic acid; Leucodiacetyldichlorofluorescein; H2DCFDA; 2',7'-dichlorofluorescin diacetate; DCFH |
| Molecular Formula | C24H16Cl2O7 |
| Molecular Weight | 487.29 |
| Purity | ≥97 |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 593.5±50.0 °C at 760 mmHg |
| Melting Point | 209-210ºC(lit.) |
| Appearance | powder |
| Storage Condition | -20℃ Avoid light, ventilated and dry place, sealed |
| Application | H2DCFDA is a cell-permeable probe for detecting intracellular reactive oxygen species (ROS). |
| HTC | 2932999099 |
| PubChem ID | 24894058 |
| MDL Number | MFCD00128955 |
| SMILES | CC(=O)Oc1cc2Oc3cc(OC(C)=O)c(Cl)cc3C(c2cc1Cl)c4ccccc4C(O)=O |
| 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) |
| InChI Key | PXEZTIWVRVSYOK-UHFFFAOYSA-N |
| Beilstein/REAXYS | 4610273 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/30538_1_4091_99_0.pdf |
| Bioactivity | H2DCFDA is a cell-permeable probe used to detect intracellular reactive oxygen species (ROS). Related Catalog Signaling Pathways >> Others >> Others Dye Reagents Research Areas >> Others In Vitro Analysis of H2DCFDA probe oxidation by means of flow cytometry technique showed that the basal level of ROS in difESCs is about 6-7 times larger than that in embryonic stem cells (ESCs). Both H2DCFDA and DCFDA probes are non-fluorescent in their initial form but they undergo multistep conversion inside the cell that results in the formation of fluorescent product dichlorofluorescein (DCF). The only difference between these two probes is that the conversion of H2DCFDA involves oxidation. Therefore, fluorescence of the H2DCFDA-treated cells depends on the intracellular ROS level, in contrast to fluorescence associated with the DCFDA probe. Surprisingly, flow cytometry analysis shows that the difference between fluorescence levels of ESCs and difESCs loaded with H2DCFDA is close to the difference between the signals from DCFDA-treated cells. The latter indicates a ROS-independent reason for low fluorescent signal of oxidized H2DCFDA in ESCs[1]. Kinase Assay H2DCFDA is dissolved in DMSO to obtain a 10 mM stock solutions and further diluted before use[1]. ROS Measurements[1] For the detection of intracellular ROS level ,ROS-sensitive probe H2DCFDA is used. Adherent cells (ESCs, difESCs, eMSCs, HeLa, U118) are incubated with 5 µM staining solution in PBS in the dark for 30 min at 37°C, then harvested with 0.05% trypsin-EDTA solution, suspended in a fresh medium, and immediately analyzed with flow cytometer. Lymphocytes, both control and PHA-activated, are resuspended in PBS, incubated with 5 µM of H2DCFDA in the dark for 30 min at 37°C, and immediately analyzed. Along with the H2DCFDA probe, if indicated, ROS-insensitive modification of the fluorescein dye DCFDA is used. The staining procedure is the same as for the H2DCFDA[1]. References [1]. Lyublinskaya OG, et al. Redox environment in stem and differentiated cells: A quantitative approach. Redox Biol. 2017 Aug;12:758-769. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 593.5±50.0 °C at 760 mmHg Melting Point 209-210ºC(lit.) Molecular Formula C24H16Cl2O7 Molecular Weight 487.286 Flash Point 312.7±30.1 °C Exact Mass 486.027313 PSA 99.13000 LogP 4.62 Vapour Pressure 0.0±1.8 mmHg at 25°C Index of Refraction 1.635 InChIKey PXEZTIWVRVSYOK-UHFFFAOYSA-N SMILES CC(=O)Oc1cc2c(cc1Cl)C(c1ccccc1C(=O)O)c1cc(Cl)c(OC(C)=O)cc1O2 Storage condition 2-8°C |
| Use of | H2DCFDA is a cell-permeable probe used to detect intracellular reactive oxygen species (ROS). Properties Articles237 Name 2-(3,6-diacetyloxy-2,7-dichloro-9H-xanthen-9-yl)benzoic acid Synonym More Synonyms H2DCFDA Biological Activity Description H2DCFDA is a cell-permeable probe used to detect intracellular reactive oxygen species (ROS). Related Catalog Signaling Pathways >> Others >> Others Dye Reagents Research Areas >> Others In Vitro Analysis of H2DCFDA probe oxidation by means of flow cytometry technique showed that the basal level of ROS in difESCs is about 6-7 times larger than that in embryonic stem cells (ESCs). Both H2DCFDA and DCFDA probes are non-fluorescent in their initial form but they undergo multistep conversion inside the cell that results in the formation of fluorescent product dichlorofluorescein (DCF). The only difference between these two probes is that the conversion of H2DCFDA involves oxidation. Therefore, fluorescence of the H2DCFDA-treated cells depends on the intracellular ROS level, in contrast to fluorescence associated with the DCFDA probe. Surprisingly, flow cytometry analysis shows that the difference between fluorescence levels of ESCs and difESCs loaded with H2DCFDA is close to the difference between the signals from DCFDA-treated cells. The latter indicates a ROS-independent reason for low fluorescent signal of oxidized H2DCFDA in ESCs[1]. References [1]. Lyublinskaya OG, et al. Redox environment in stem and differentiated cells: A quantitative approach. Redox Biol. 2017 Aug;12:758-769. Chemical & Physical Properties Exact Mass 486.027313 PSA 99.13000 Index of Refraction 1.635 InChIKey PXEZTIWVRVSYOK-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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