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Merck

35845

DCFHDA

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

Synonyme(s) :

2′,7′-Dichlorofluorescein diacetate, Diacetyldichlorofluorescein

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A propos de cet article

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

Principaux documents

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InChI key

VQVUBYASAICPFU-UHFFFAOYSA-N

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

SMILES string

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

Quality Level

100

description

suitable as a fluorogenic substrate for esterases

product line

BioReagent

assay

≥95% (HPLC)

form

powder or crystals

mol wt

485.27 g/mol

color

faint red, white to faint brown

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

Catégories apparentées

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.

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
BCCN8736
BCCN2492
BCCL7891
BCCM2610
BCCL2220

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Consulter la Bibliothèque de documents

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
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.
Pauliina Saurus et al.
Scientific reports, 7(1), 10731-10731 (2017-09-08)
Lack of CD2-associated protein (CD2AP) in mice increases podocyte apoptosis and leads to glomerulosclerosis and renal failure. We showed previously that SHIP2, a negative regulator of the PI3K/AKT signalling pathway, interacts with CD2AP. Here, we found that the expression level
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
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