Diacetyldichlorofluorescein
H2DCFDA · 2',7'-DICHLORODIHYDROFLUORESCEIN DIACETATE · DCFH2-DA · 2',7'-DICHLOROFLUORESCEIN DIACETATE · MFCD 37501 · DCDHF DIACETATE · Synonyms: DCFH-DA · Diacetyldichlorofluoresce
Identifiers & Physical Properties
| CAS No. | 2044-85-1 |
|---|---|
| Molecular formula | C24H14Cl2O7 |
| Average molar mass | 485.3 g/mol |
| Monoisotopic mass | 484.0116582 g/mol |
| SMILES | CC(=O)Oc1cc2c(cc1Cl)C1(OC(=O)c3ccccc31)c1cc(Cl)c(OC(C)=O)cc1O2 |
| InChIKey | VQVUBYASAICPFU-UHFFFAOYSA-N |
| PubChem CID | 104913 |
| EC No. | 628-838-8 |
| DTXSID | DTXSID30174389 |
Chemical & Physical Properties
| XLogP | 4.9 |
|---|---|
| Topological polar surface area | 88.1 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 7 |
| Rotatable bonds | 4 |
| Heavy atoms | 33 |
| Formal charge | 0 |
| Complexity | 775 |
| Melting point | 232-234 °C(lit.) |
| Boiling point | 657.9±55.0 °C(Predicted) |
| Density | 1.59±0.1 g/cm3(Predicted) |
| Flash point | >109℃ |
| Storage conditions | 2-8°C |
| Solubility | DMSO: soluble |
| Physical state | Powder or Crystals |
| Color | Colorless to off-white |
| Appearance | Solid Powder |
| BRN | 68488 |
| InChI | InChI=1S/C24H14Cl2O7/c1-11(27)30-21-9-19-15(7-17(21)25)24(14-6-4-3-5-13(14)23(29)33-24)16-8-18(26)22(31-12(2)28)10-20(16)32-19/h3-10H,1-2H3 |
| InChIKey | VQVUBYASAICPFU-UHFFFAOYSA-N |
| SMILES | C12(C3=C(C=C(OC(C)=O)C(Cl)=C3)OC3=C1C=C(Cl)C(OC(C)=O)=C3)C1=C(C=CC=C1)C(=O)O2 |
| UNSPSC Code | 12352108 |
| NACRES | NA.32 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319-H335 |
| GHS precautionary statements | P261-P305+P351+P338 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38-34-20/22 |
| Safety statements (S) | 26-36-45-36/37/39 |
| UN transport number | 1759 |
| Water hazard class (WGK) | 3 |
| F | 3-8-10 |
| Customs code | 29329990 |
| Storage class | 11 - Combustible Solids |
Safety & Regulations
| F | 3-8-10 |
|---|---|
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Water hazard class (WGK) | 3 |
| UN transport number | 1759 |
| Customs code | 29329990 |
| Risk statements (R) | 36/37/38-34-20/22 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 26-36-45-36/37/39 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H315-H319-H335 |
| GHS precautionary statements | P261-P305+P351+P338 |
Applications & Uses
Description
2',7'-Dichlorofluorescein diacetate is a cell-permeable fluorogenic probe for detecting reactive oxygen species (ROS) and nitric oxide (NO).
Uses
Cell permeable, sensitive indicator of peroxynitrite formation. After hydrolysis of the diacetate groups by cytosolic esterases or base-catalyzed cleavage of the diacetate groups, DCDHF is oxidized by peroxynitrite yielding the highly fluorescent product
Uses
2′,7′-Dichlorofluorescein diacetate may be used as a superior gas phase alternative to underivatized fluorescein and as a component/substrate of the 2′,7′-dichlorofluorescein diacetate assay to quantitate reactive oxygen species (ROS).