Available from stock

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

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