2',7'-Dichlorodihydrofluoresceindiacetate , 10mMinDMSO , 4091-99-0

Synonym(s):
2ʹ,7ʹ-Dichlorofluorescin Diacetate - CAS 4091-99-0 - Calbiochem;H₂DCFDA, 2ʹ,7ʹ-Dichlorodihydrofluorescein Diacetate

CAS NO.：4091-99-0

Empirical Formula: C24H16Cl2O7

Molecular Weight: 487.29

MDL number: MFCD00128955

EINECS: 685-843-8

PRODUCT Properties

• Melting point: 209-210 °C(lit.)
• Boiling point: 593.5±50.0 °C(Predicted)
• Density: 1.463±0.06 g/cm3(Predicted)
• storage temp.: -20°C
• solubility: DMF: soluble
• pka: 3.79±0.36(Predicted)
• form: Crystalline solid
• color: White to off-white
• Appearance: colorless solid
• BRN: 4610273
• Stability: Light Sensitive
• 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)
• InChIKey: PXEZTIWVRVSYOK-UHFFFAOYSA-N
• SMILES: C(O)(=O)C1=CC=CC=C1C1C2=C(C=C(OC(C)=O)C(Cl)=C2)OC2=C1C=C(Cl)C(OC(C)=O)=C2
• EPA Substance Registry System: 2',7'-Dichlorohydrofluorescein diacetate (4091-99-0)

Description and Uses

DCFH (commonly known as dichlorofluorescin) is used as an indicator of peroxynitrite formation. 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 (DHF). Peroxynitrite is an efficient mediator of this oxidation and neither NO, superoxide, nor hydrogen peroxide alone appear to oxidize DCFH. Formation of DHF can be monitored by fluorescence spectroscopy using excitation and emission wavelengths of 502 and 523 nm, respectively, or by absorbance spectroscopy at 500 nm (ε = 59,500 M⁻¹cm⁻¹).

2′,7′-Dichlorofluorescin diacetate is a cell-permeable non-fluorescent probe. 2′,7′-Dichlorofluorescin diacetate is de-esterified intracellularly and turns to highly fluorescent 2′,7′-dichlorofluorescein upon oxidation.
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.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302-H315-H319
• Precautionary statements: P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
• Hazard Codes: Xi
• Risk Statements: 36/37/38
• Safety Statements: 22-24/25-26
• WGK Germany: 3
• F: 10-21
• HS Code: 29329990