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Merck

35845

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:
Molecular Weight:
485.27
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
68488

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Product Name

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

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

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

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This Item
2188435848D6883
suitability

suitable for fluorescence

suitability

suitable for fluorescence

suitability

suitable for fluorescence

suitability

-

fluorescence

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

fluorescence

λex 470 nm; λem 529 nm in 0.1 M Tris pH 8.0 (esterase)

fluorescence

λex 504 nm; λem 529 nm in 0.1 M Tris pH 8.0

fluorescence

-

solubility

DMSO: soluble

solubility

DMF: soluble, DMSO: soluble, methanol: soluble

solubility

-

solubility

-

assay

≥95% (HPLC)

assay

≥85% (HPCE)

assay

≥90% (T)

assay

≥97%

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

Application

2′,7′-Dichlorofluorescein diacetate is predominantly used to detect reactive oxygen (ROS) intermediates and quantify the overall oxidative stress in cells.[1]

Dcfh-DA is used in the quantitative assay to measure oxidative stress in nanoparticle-treated cells.[2]

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.[1]

Storage Class

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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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.

Questions

1–8 of 8 Questions  
  1. Can I get the protocol? Thank you

    1 answer
    1. A protocol is not available for this compound.

      Please see the link below to review a publication that may be helpful.
      https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7712457/

      Helpful?

  2. What is the shelf life of this product, as a powder, and once dissolved?

    1 answer
    1. This product is not assigned an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one year warranty from the date of shipment. For more information you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.

      Stock solutions of this item in organic solvents are stable for at least 6 months if stored at -20°C.

      Helpful?

  3. Can Product 35845, 2´,7´-Dichlorofluorescein diacetate be used for ROS (Reactive Oxygen Species) detection?

    1 answer
    1. Yes, Product 35845, 2´,7´-Dichlorofluorescein diacetate can be used for ROS detection by FACS analysis.

      Helpful?

  4. In what solvents is 2´,7´-´Dichlorofluorescein diacetate, Product 35845, soluble?

    1 answer
    1. It is soluble in DMF, ethanol (2 mg/mL), DMSO (10 mg/mL).

      Helpful?

  5. What are the recommended storage conditions for 2´\,7´-Dichlorofluorescein diacetate, Product 35845?

    1 answer
    1. Product no. 35845 should be stored in a refrigerator or coldroom at 2-8°C.

      Helpful?

  6. What is required to get 2´,7´-Dichlorofluorescein diacetate, Product 35845, to fluoresce?

    1 answer
    1. 2',7'-dichlorofluorescein diacetate fluoresces only after cleavage of the acetyl groups.

      Helpful?

  7. What are the optical properties of the hydrolysis product of 2´,7´-Dichlorofluorescein diacetate, Product 35845?

    1 answer
    1. Excitation maximum is at 504 nm; emission maximum is at 529 nm (in 0.1 M Tris pH 8.0 following treatment with an esterase).

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  8. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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