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      2′,7′-Dichlorofluorescin diacetate

      SKU
      D0064

      Categories: Fluorescent Detection, Fluorescent Detection

      Synonyms
      "H2DCFDA , 2',7'-Dichlorodihydrofluorescein diacetate , Dichlorofluorescein DA , DCFDA , DCFH , DCFH-DA"
      4091-99-0
      CAS-Number
      C24H16Cl2O7
      Molecular Formula
      487.29
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥95% (HPLC)
      Appearance
      White to off-white powder
      Identity
      1H-NMR

      Properties

      Solvents
      DMSO (30 mg/ml) or ethanol(5 mg/ml).
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      -20°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Transportation
      Not dangerous goods
      Description
      Dichlorofluorescein diacetate (H2DCFDA) is a chemically reduced analog of fluorescein, used as an indicator for reactive oxygen species (ROS) in cells. The cell permeable non-fluorescent H2DCFDA is cleaved by cellular esterases and oxidation, and converted to the highly fluorescent 2',7'-dichlorofluorescein. H2DCFDA might be reactive toward a broad range of oxidizing reactions that may be increased during intracellular oxidant stress. Peroxynitrite is an efficient mediator of this oxidation and neither NO, superoxide, nor hydrogen peroxide alone appear to oxidize DCFH. This probe is widely used to monitoring cellular redox processes. Used as a component/substrate of the 2′,7′-dichlorofluorescein diacetate (DCFH-DA) assay to quantitate reactive oxygen species (ROS). Can detect reactive oxygen species in live cells. Spectral data: &lambda,Ex=504nm/&lambda,Em=529nm.
      Smiles
      ClC1=C(OC(C)=O)C=C2C(C(C3=CC=CC=C3C(O)=O)C(C=C(Cl)C(OC(C)=O)=C4)=C4O2)=C1
      InChi Key
      PXEZTIWVRVSYOK-UHFFFAOYSA-N
      References
      (1) A.S. Ferrer, et al., Anal. Biochem. 187, 129 (1990) , (2) C.P. LeBel, et al., Toxicol. Appl. Pharmacol. 104, 17 (1990) , (3) A.R. Rosenkranz, et al., J. Immunol. Meth. 156, 39 (1992) , (4) F. Perez-Garcia, et al., Life Sci. 59, 2033 (1996) , (5) J.P. Crow, Nitric Oxide 1, 145 (1997) , (6) N.W. Kooy, et al., Free Rad. Res. 27, 245 (1997) , (7) C. Gabriel, et al., J. Pharmacol. Toxicol. Meth. 38, 93 (1997) , (8) O. Myhre, et al., Biochem. Pharmacol. 65, 1575 (2003) , (9) D. Figueroa, et al., J. Pharmacol. Toxicol. Meth. 94, 26 (2018)
      InChi
      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)

      Dichlorofluorescein diacetate (H2DCFDA) is a chemically reduced analog of fluorescein, used as an indicator for reactive oxygen species (ROS) in cells. The cell permeable non-fluorescent H2DCFDA is cleaved by cellular esterases and oxidation, and converted to the highly fluorescent 2′,7′-dichlorofluorescein. H2DCFDA might be reactive toward a broad range of oxidizing reactions that may be increased during intracellular oxidant stress. Peroxynitrite is an efficient mediator of this oxidation and neither NO, superoxide, nor hydrogen peroxide alone appear to oxidize DCFH. This probe is widely used to monitoring cellular redox processes. Used as a component/substrate of the 2′,7′-dichlorofluorescein diacetate (DCFH-DA) assay to quantitate reactive oxygen species (ROS). Can detect reactive oxygen species in live cells. Spectral data: &lambda,Ex=504nm/&lambda,Em=529nm.

      SKU: D0064 Categories: Fluorescent Detection, Fluorescent Detection
      • Additional information

      Additional information

      Synonyms

      "H2DCFDA, 2',7'-Dichlorodihydrofluorescein diacetate, Dichlorofluorescein DA, DCFDA, DCFH, DCFH-DA"

      Purity

      ≥95% (HPLC)

      Appearance

      White to off-white powder

      CAS-Number

      4091-99-0

      Molecular Formula

      C24H16Cl2O7

      Molecular Weight

      487.29

      Identity

      1H-NMR

      Solvents

      DMSO (30 mg/ml) or ethanol(5 mg/ml).

      Smiles

      ClC1=C(OC(C)=O)C=C2C(C(C3=CC=CC=C3C(O)=O)C(C=C(Cl)C(OC(C)=O)=C4)=C4O2)=C1

      InChi Key

      PXEZTIWVRVSYOK-UHFFFAOYSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      -20°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at -20°C.

      Transportation

      Not dangerous goods

      References

      (1) A.S. Ferrer, et al., Anal. Biochem. 187, 129 (1990), (2) C.P. LeBel, et al., Toxicol. Appl. Pharmacol. 104, 17 (1990), (3) A.R. Rosenkranz, et al., J. Immunol. Meth. 156, 39 (1992), (4) F. Perez-Garcia, et al., Life Sci. 59, 2033 (1996), (5) J.P. Crow, Nitric Oxide 1, 145 (1997), (6) N.W. Kooy, et al., Free Rad. Res. 27, 245 (1997), (7) C. Gabriel, et al., J. Pharmacol. Toxicol. Meth. 38, 93 (1997), (8) O. Myhre, et al., Biochem. Pharmacol. 65, 1575 (2003), (9) D. Figueroa, et al., J. Pharmacol. Toxicol. Meth. 94, 26 (2018)

      InChi

      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)

      Quantity

      50 mg, 250 mg, 1 g, Bulk

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