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D6883

Sigma-Aldrich

2′,7′-Dichlorfluorescein-Diacetat

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

Synonym(e):

DCFH-DA, 2′,7′-Dichlor-dihydrofluorescein-diacetat

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50 MG
€ 61,50
250 MG
€ 246,00

€ 61,50


Voraussichtliches Versanddatum10. April 2025


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50 MG
€ 61,50
250 MG
€ 246,00

About This Item

Empirische Formel (Hill-System):
C24H16Cl2O7
CAS-Nummer:
Molekulargewicht:
487.29
Beilstein:
4610273
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

€ 61,50


Voraussichtliches Versanddatum10. April 2025


Bulk-Bestellung anfordern

Produktbezeichnung

2′,7′-Dichlorfluorescein-Diacetat, ≥97%

Qualitätsniveau

Assay

≥97%

Form

powder

Lagertemp.

−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)

InChIKey

PXEZTIWVRVSYOK-UHFFFAOYSA-N

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Allgemeine Beschreibung

2′,7′-Dichlordihydrofluorescein-Diacetat (DCFH-DA) ist ein oxidationsempfindlicher fluoreszierender Farbstoff, der zum Nachweis der intrazellulären Konzentration der reaktiven Sauerstoffspezies (ROS) verwendet wird. DCFH-DA ist eine zelldurchlässige, nicht fluoreszierende Sonde, die durch intrazelluläre Esterase zu DCFH hydrolysiert werden kann, die bei Oxidation durch die intrazellulären ROS eine fluoreszierende DCF bildet.[1]
In Ethanol beträgt die Anregungswellenlänge 504 nm und die Emissionswellenlänge 529 nm. Die Verwendung von DMSO als Lösungsmittel wurde nicht untersucht, aber verschiedene Veröffentlichungen legen nahe, dass es geeignet ist.

Anwendung

2′,7′-Dichlorfluoreszeindiacetat eignet sich zur Verwendung in:
  • der sensitiven und schnelle Quantifizierung von reaktiven Sauerstoffspezies als Reaktion auf den oxidativen Metabolismus[2][1][3]
  • Mikrotiterplatten-Assays für den Nachweis von oxidativen Produkten in phagozytischen Zellen
  • quantitative Multiwell-Myeloid-Differenzierungs-Assays

Anwendungsgebiete sind die empfindliche und rasche Quantifizierung von reaktiven Sauerstoffspezies in Reaktion auf oxidative Stoffwechselvorgänge, Mikroplatten-Assays für den Nachweis von Oxidationsprodukten in Fresszellen sowie quantitative Multiwell-Assays zur Differenzierung von myeloischen Zellen.

Lagerung und Haltbarkeit

Dieses Produkt sollte als Pulver bei -20 °C gelagert werden.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Die Dokumentenbibliothek aufrufen

Katia Cortese et al.
Life sciences, 232, 116610-116610 (2019-06-30)
The aim of this study was the characterization of the in vitro cytotoxic properties of a recently isolated diterpene compound, 7β-acetoxy-20-hydroxy-19,20-epoxyroyleanone (compound 1), extracted from Salvia corrugata, versus human cell lines. We used as model study immortalized breast epithelial cells
Pornthip Chaichompoo et al.
Journal of clinical pathology, 72(8), 520-524 (2019-04-24)
Iron overload is a major factor contributing to the overall pathology of thalassaemia, which is primarily mediated by ineffective erythropoiesis and shorter mature red blood cell (RBC) survival. Iron accumulation in RBCs generates reactive oxygen species (ROS) that cause cellular
Yuan Ji et al.
Journal of agricultural and food chemistry, 67(32), 9060-9069 (2019-07-25)
Glutathione S-transferases (GSTs) play an active role in the development of drug resistance by numerous cancer cells, including melanoma cells, which is a major cause of chemotherapy failure. As part of our continuous effort to explore why dietary polyphenols bearing
Yeonhwa Song et al.
Journal of experimental & clinical cancer research : CR, 36(1), 38-38 (2017-03-04)
CD133-positive cells in hepatocellular carcinoma (HCC) exhibit cancer stem cell (CSC)-like properties as well as resistance to chemotherapeutic agents and ionizing radiation; however, their function remains unknown. In this paper, we identified a hitherto unknown mechanism to overcome CD133-induced resistance
Hung-Chi Tu et al.
Ecotoxicology and environmental safety, 182, 109380-109380 (2019-07-07)
Ultraviolet (UV) is an omnipresent environmental carcinogen transmitted by sunlight. Excessive UV irradiation has been correlated to an increased risk of skin cancers. UVB, the most mutagenic component among the three UV constituents, causes damage mainly through inducing DNA damage

Artikel

Cellular oxidative stress is countered by enzymatic scavengers and antioxidant modulators against reactive oxygen species damage.

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Questions

1–10 of 11 Questions  
  1. Is D6883 2´,7´-Dichlorofluorescin diacetate suitable for flow cytometry analyses?

    1 answer
    1. Helpful?

  2. What is the protocol for measuring ROS using D6883? Specifically, what kind of media or buffer is used with this product?

    1 answer
    1. The specific protocol for measuring ROS using D6883 and the type of media or buffer to be used with this product are not available. However, typically, this product is added to a buffer solution shortly before assessing the fluorescent signal. For further guidance, refer to the following citations for relevant information:

      1. Novel Antioxidant Tripeptide "ACQ" Can Prevent UV-Induced Cell Death and Preserve the Number of Epidermal Stem Cells
      PMID: 26199677

      2. Detection of reactive oxygen species (ROS) by the oxidant-sensing probe 2',7'-dichlorodihydrofluorescein diacetate in the cyanobacterium Anabaena variabilis PCC 7937
      PMID: 2057064

      These publications may provide insights into the protocol for using D6883 and the type of media or buffer used with this product.

      Helpful?

  3. What concentration of DCF can I use for A549 cells?

    1 answer
    1. This product has not been tested for use in cell culture. A search of the literature suggests working concentrations range from 5 µM to 0.1 mM. See the link below to a publication that specifically looked at A549 cells using several dyes, including DCFDA:
      https://pubs.rsc.org/en/content/articlehtml/2017/ra/c7ra01025g

      Helpful?

  4. What concentration of DCF can I use for THP-1 monocyte cell line?

    1 answer
    1. The optimal concentration of 2′,7′-Dichlorofluorescin diacetate (DCFDA) for use with THP-1 monocytes will need to be determined by the end-user. See the link below to a paper that reported using DCF at 40 uM with THP-1 cells.
      https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8961584/

      Helpful?

  5. Is it possible to view this probe under a fluorescence microscope if the probe is solubilised in DMSO? What are the excitation and absorption wavelengths?

    1 answer
    1. The excitation wavelength is 504 nm and the 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. See the link below for an example:
      https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7712457/

      Helpful?

  6. Can the product be stored in powder form and if its possible what is the storage temp?

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

      Helpful?

  7. What is the solution stability of Product D6883, 2´,7´-Dichlorofluorescin diacetate?

    1 answer
    1. This product can be stored at -20°C for up to six months in solvents such as DMSO, ethanol, or DMF (N,N-dimethylformamide).

      Helpful?

  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.

      Helpful?

  9. What is the excitation and emission wavelength for Product D6883, 2´,7´-Dichlorofluorescin diacetate?

    1 answer
    1. The excitation wavelength is 504 nm and emission wavelength is 529 nm (in ethanol).

      Helpful?

1–10 of 11 Questions  

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