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35845

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:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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