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D6883

Sigma-Aldrich

2′,7′-Dichlorodihydrofluorescein diacetate

≥97% (HPLC), powder, cell-permeable non-fluorescent probe

Synonym(s):

2′,7′-Dichlorofluorescin diacetate, DCFH-DA, 2′,7′-Dichlorodihydrofluorescein diacetate

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About This Item

Empirical Formula (Hill Notation):
C24H16Cl2O7
CAS Number:
4091-99-0
Molecular Weight:
487.29
Beilstein:
4610273
MDL number:
MFCD00128955
UNSPSC Code:
12352200
PubChem Substance ID:
24894058
NACRES:
NA.77

product name

2′,7′-Dichlorodihydrofluorescein diacetate, ≥97%

Quality Level

200

Assay

≥97%

form

powder

storage temp.

−20°C

SMILES string

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

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General description

2′,7′-Dichlorodihydrofluorescein diacetate (DCFH-DA) is an oxidation-sensitive fluorescent dye used to detect the intracellular reactive oxygen species (ROS) level. DCFH-DA is a cell-permeable non-fluorescent probe, that can be hydrolyzed by intracellular esterase to DCFH, which forms fluorescent DCF when oxidized by the intracellular ROS.
The excitation wavelength is 504 nm and emission wavelength is 529 nm in ethanol. The use of DMSO as the solvent has not been determined, however various publications suggest that it is suitable.

Application

2′,7′-Dichlorofluorescin diacetate is suitable for use in:
  • sensitive and rapid quantitation of oxygen-reactive species in response to oxidative metabolism
  • microplate assay for detecting oxidative products in phagocytic cells
  • quantitative multiwell myeloid differentiation assay

Applications include sensitive and rapid quantitation of oxygen-reactive species in response to oxidative metabolism; microplate assay for detecting oxidative products in phagocytic cells, and quantitative multiwell myeloid differentiation assay.

Storage and Stability

This product should be stored in powdered format at -20°C.

Other Notes

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Articles

Mitochondrial Stress and ROS

Oxidative stress is mediated, in part, by reactive oxygen species produced by multiple cellular processes and controlled by cellular antioxidant mechanisms such as enzymatic scavengers or antioxidant modulators. Free radicals, such as reactive oxygen species, cause cellular damage via cellular.

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