A fluorescent probe used as an indicator of peroxynitrite formation
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2,7-Dichlorodihydrofluorescein diacetate

Item No. 85155

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(2,7-dichloro-3,6-diacetyloxy-9H-xanthen-9-yl)-benzoic acid
CAS Number
4091-99-0
Synonyms
  • DCFH
  • DCFH-DA
Molecular Formula
C24H16Cl2O7
Formula Weight
487.3
Purity
≥95%
Emission
523 nm
Excitation
502 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 5 mg/mlDMF: >25 mg/mlDMSO: >33 mg/mlEthanol: >25 mg/mlPBS pH 7.2: <20 µg/ml
λmax
258 nm
SMILES
CC(=O)Oc1cc2Oc3cc(OC(=O)C)c(Cl)cc3C(c2cc1Cl)c1ccccc1C(=O)O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $37

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    100 mg

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    250 mg

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    Product Description

    DCFH (commonly known as dichlorofluorescin) is used as an indicator of peroxynitrite formation.1,2 DCFH is supplied as the diacetate ester. Following enzymatic or base-catalyzed cleavage of the diacetate groups, it is readily oxidized to the highly fluorescent product dichlorofluorescein (DCF). Peroxynitrite is an efficient mediator of this oxidation and neither NO, superoxide, nor hydrogen peroxide alone appear to oxidize DCFH. Formation of DCF can be monitored by fluorescence spectroscopy using excitation and emission wavelengths of 502 and 523 nm, respectively, or by absorbance spectroscopy at 500 nm (ɛ = 59,500 M−1cm−1).1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Crow, J.P. Dichlorodihydrofluorescein and dihydrorhodamine 123 are sensitive indicators of peroxynitrite in vitro: Implications for intracellular measurement of reactive nitrogen and oxygen species. Nitric Oxide 1(2), 145-157 (1997).

    2. Kooy, N.W., Royall, J.A., and Ischiropoulos, H. Oxidation of 2',7'-dichlorofluorescin by peroxynitrite. Free Radic. Res. 27, 245-254 (1997).

    Product Citations

    Li, H., Dixon, E.E., Wu, H., et al. Comprehensive single-cell transcriptional profiling defines shared and unique epithelial injury responses during kidney fibrosis. Cell Metab. 34(12), 1977-1998 (2022).

    Matsumura, T., Uryu, O., Matsuhisa, F., et al. N-acetyl-L-tyrosine is an intrinsic triggering factor of mitohormesis in stressed animals. EMBO Rep. 21(5), e49211 (2020).

    Tarabová, B., Lukeš, P., Hammer, M.U., et al. Fluorescence measurements of peroxynitrite/peroxynitrous acid in cold air plasma treated aqueous solutions. Phys. Chem. Chem. Phys. 21(17), 8883-8896 (2019).

    Park, H., Jeong, Y.J., Han, N.-K., et al. Oridonin enhances radiation-induced cell death by promoting DNA damage in non-small cell lung cancer cells. Int. J. Mol. Sci. 19(8), 2378 (2018).

    Venkatesan, T., Choi, Y.-W., and Kim, Y.-K. Effect of an extraction solvent on the antioxidant quality of Pinus densiflora needle extract. J. Pharm. Anal. 9(3), 193-200 (2019).

    Du, L., Empey, P.E., Ji, J., et al. Probenecid and N-acetylcysteine prevent loss of intracellular glutathione and inhibit neuronal death after mechanical stretch injury in vitro. J. Neurotrauma 33(20), 1913-1917 (2016).

    Yang, J.-Y., and Yang, W.Y. Spatiotemporally controlled initiation of Parkin-mediated mitophagy within single cells. Autophagy 7(10), 1230-1238 (2011).