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Sigma-Aldrich

DCFHDA

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

Synonym(s):

2′,7′-Dichlorofluorescein diacetate, Diacetyldichlorofluorescein

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About This Item

Empirical Formula (Hill Notation):
C24H14Cl2O7
CAS Number:
2044-85-1
Molecular Weight:
485.27
Beilstein/REAXYS Number:
68488
MDL number:
MFCD00037501
UNSPSC Code:
12352108
PubChem Substance ID:
57649438
NACRES:
NA.32

product line

BioReagent

assay

≥95% (HPLC)

mp

232-234 °C (lit.)

solubility

DMSO: soluble

fluorescence

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

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

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

InChI key

VQVUBYASAICPFU-UHFFFAOYSA-N

General description

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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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