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D6883

Sigma-Aldrich

2′,7′-Dichlorodihydrofluorescein diacetate

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

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill) :
C24H16Cl2O7
Numéro CAS:
4091-99-0
Poids moléculaire :
487.29
Beilstein:
4610273
Numéro MDL:
MFCD00128955
Code UNSPSC :
12352200
ID de substance PubChem :
24894058
Nomenclature NACRES :
NA.77

61,50 €

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Devis pour commande en gros

Nom du produit

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

Niveau de qualité

200

Essai

≥97%

Forme

powder

Température de stockage

−20°C

Chaîne SMILES 

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)

Clé InChI

PXEZTIWVRVSYOK-UHFFFAOYSA-N

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Description générale

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.[1]
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[2][1][3]
  • 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.

Stockage et stabilité

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

Autres remarques

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
0000433554
0000433554
0000400210
0000352514
0000341644

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
Yilin Hong et al.
Life sciences, 231, 116550-116550 (2019-06-12)
Acrylamide (AA) is a common heat-generated toxicant in some food. Inhibiting its formation with natural antioxidants is of great significance. The current study aims to investigate the alleviative effect and the underlying mechanism of allicin against AA-induced oxidative stress in
Fatemeh Eini et al.
Molecular reproduction and development, 86(8), 1053-1066 (2019-06-19)
Although in-vitro maturation (IVM) of oocytes has been presented as an alternative treatment to traditional stimulated in-vitro fertilization, the culture condition can be improved by natural antioxidants. Thus, we investigated the protective effect of Thymoquinone (TQ) during IVM in the
Afficher tous les articles scientifiques apparentés

Articles

Mitochondrial Stress and ROS

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

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Questions

1–10 of 12 Questions  

  1. Hi, is the product suitable for ROS detection in a cell-free system? If not, could you please recommend a DCFH related product that works in a system without cells? Thanks

    1 answer

    1. This product as supplied is DCFH-DA and used for intracellular ROS detection. Please see the link below for understanding this process.
      https://pubs.acs.org/doi/10.1021/acs.analchem.7b00043

      For use in a cell-free system, deacetylation of DCFH-DA into DCFH must be performed before use.
      Please see the link below for this method.
      https://www.sciencedirect.com/science/article/pii/S0006295203000832?via%3Dihub

      Helpful?

  2. Is D6883 2´,7´-Dichlorofluorescin diacetate suitable for flow cytometry analyses?

    1 answer

    1. While the specifications for this probe do not include assaying for specific applications, there are many publications showing its use in flow cytometry applications:
      https://www.sciencedirect.com/science/article/pii/S0022030215000909
      https://iubmb.onlinelibrary.wiley.com/doi/pdf/10.1002/iub.1895
      https://www.tandfonline.com/doi/pdf/10.1080/21655979.2021.1994737
      https://journal.waocp.org/article_91422_6ccd2a19eb9159073edeb8f9ce0be660.pdf
      https://pmc.ncbi.nlm.nih.gov/articles/PMC7842666/

      Helpful?

  3. 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?

  4. 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?

  5. 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?

  6. 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?

  7. Protocol please! Thank you very much!

    1 answer

    1. It may be helpful to view the following articles as there is not a specific protocol for this product:

      https://www.sigmaaldrich.com/technical-documents/technical-article/cell-culture-and-cell-culture-analysis/imaging-analysis-and-live-cell-imaging/mitochondrial-stress-and-ros

      https://www.sigmaaldrich.com/technical-documents/technical-article/research-and-disease-areas/cell-signaling/bioactive-small-molecules-for-nitric-oxide-cell-stress-research

      https://www.sigmaaldrich.com/search/d6883?focus=papers&page=1&perpage=30&sort=relevance&term=d6883&type=citation_search

      Helpful?

  8. 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?

  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?

  10. 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?

1–10 of 12 Questions  

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