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Sigma-Aldrich

DCFHDA

BioReagent, suitable for fluorescence, ≥95% (HPLC)

Synonyme(s) :

2′,7′-Dichlorofluorescein diacetate, Diacetyldichlorofluorescein

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About This Item

Formule empirique (notation de Hill):
C24H14Cl2O7
Numéro CAS:
2044-85-1
Poids moléculaire :
485.27
Numéro Beilstein :
68488
Numéro MDL:
MFCD00037501
Code UNSPSC :
12352108
ID de substance PubChem :
57649438
Nomenclature NACRES :
NA.32

Gamme de produits

BioReagent

Pureté

≥95% (HPLC)

Pf

232-234 °C (lit.)

Solubilité

DMSO: soluble

Fluorescence

λex 504 nm; λem 524 nm in 0.1 M Tris pH 8.0 (esterase)

Adéquation

suitable for fluorescence

Température de stockage

2-8°C

Chaîne SMILES 

CC(=O)Oc1cc2Oc3cc(OC(C)=O)c(Cl)cc3C4(OC(=O)c5ccccc45)c2cc1Cl

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

Clé InChI

VQVUBYASAICPFU-UHFFFAOYSA-N

Description générale

2′,7′-Dichlorofluorescein diacetate, also known as DCFHDA or Dcfh-DA, is a sensitive cell-permeable redox probe. The lipophilic non-fluorescent Dcfh-DA readily crosses the cell membrane through passive diffusion followed by deacetylation. The deacylated product is an oxidant sensitive 2′,7′-dichlorofluorescein (DCHF). DCHF is oxidized later to form highly fluorescent DCF, which is measured.

Application

2′,7′-Dichlorofluorescein diacetate is predominantly used to detect reactive oxygen (ROS) intermediates and quantify the overall oxidative stress in cells.

Dcfh-DA is used in the quantitative assay to measure oxidative stress in nanoparticle-treated cells.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Makoto Ohtake et al.
Scientific reports, 7, 42783-42783 (2017-02-22)
We previously reported that μ-oxo N,N'-bis(salicylidene)ethylenediamine iron [Fe(Salen)], a magnetic organic compound, has direct anti-tumor activity, and generates heat in an alternating magnetic field (AMF). We showed that Fe(Salen) nanoparticles are useful for combined hyperthermia-chemotherapy of tongue cancer. Here, we
Laura Sartori Assunção et al.
Biochimica et biophysica acta. General subjects, 1863(9), 1332-1342 (2019-06-07)
In a previous study, we described a series of 28 aryl- and alkyl-substituted isothiouronium salts with antitumor activity and selectivity toward a leukemia cell line. Among the synthesized compounds, methyl (Z)-2-(isothioureidomethyl)-2-pentenoate hydrobromide (IS-MF08) showed conspicuous activity. In the present study
Marina Parra-Robert et al.
Biomolecules, 9(9) (2019-09-01)
Nonalcoholic fatty liver disease (NAFLD) is characterized by hepatic accumulation of lipids. Antisteatotic effects of cerium oxide nanoparticles (CeO2NPs) have recently been shown in animal models of liver disease. However, it is unclear whether the activity of CeO2NPs is related
Zhen-Wei Zou et al.
Redox biology, 16, 226-236 (2018-03-12)
Thyroid cancer is the most common endocrine carcinoma with increasing incidence worldwide and anaplastic subtypes are frequently associated with cancer related death. Radioresistance of thyroid cancer often leads to therapy failure and cancer-related death. In this study, we found that
Michal Afri et al.
Chemistry and physics of lipids, 131(1), 123-133 (2004-06-24)
2',7'-Dichlorodihydrofluorescein diacetate (DCFH-DA) is commonly used to detect the generation of reactive oxygen intermediates and for assessing the overall oxidative stress in toxicological phenomenon. It has been suggested that DCFH-DA crosses the cell membrane, subsequently undergoing deacetylation by intracellular esterases.
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