2'7'-Difluorofluorescein diacetate

DFFDA; Oregon Green 488 DA; OG488 DA

White to light yellow powder.

1027558-93-5

32160000

solid

Protect from light and moisture.

InChI=1S/C24H14F2O7/c1-11(27)30-21-9-19-15(7-17(21)25)24(14-6-4-3-5-13(14)23(29)33-24)16-8-18(26)22(31-12(2)28)10-20(16)32-19/h3-10H,1-2H3

GVSQJSHJJCMOGU-UHFFFAOYSA-N

Chemical. CAS: 1027558-93-5. Formula: C24H14F2O7. MW: 452.4. 2',7'-Difluorofluorescein, also called Oregon Green 488 (OG488) dye is a bright, green-fluorescent dye with excitation ideally suited to the 488 nm laser line and useful for fluorescent labeling. It has a high extinction coefficient and fluorescence quantum yield and while it is pH insensitive in the physiological range, with a pKa of 4.6 it can be used to as a fluorescent indicator for intracellular pH and monitor pH changes in acidic organelles or pathways. OG488 is a fluorinated analog of fluoresceins. The absorption and emission spectra of OG488 perfectly match those of fluorescein. Because of the near match of the absorption maxima on proteins (~498 nm and ~512 nm) to the strong 488 nm and 514 nm spectral lines of the argon-ion laser, the Oregon Green 488 fluorphore is an important dye for both confocal laser-scanning microscopy and flow cytometry applications. Conjugates of OG488 are more photostable than those of fluorescein, allowing increased acquisition of photons before photodestruction of the dye and making it particularly a useful substitute for fluoresceins for fluorescence imaging applications. OG488 has a lower pKa (pKa = 4.7 versus 6.4 for fluorescein), making the fluorescence essentially pH insensitive in the physiological pH range. However, the pH sensitivity in the weakly acidic range (pH 4 to 6) also makes the dye useful as pH indicators for acidic organelles of live cells. This cell-permeable non-fluorescent 2',7'-Difluorofluorescein diacetate is cleaved by cellular esterases and oxidation, and converted to the highly fluorescent 2',7'-Difluorofluorescein.

C24H14F2O7

452.4

Vial

2',7'-Difluorofluorescein, also called Oregon Green 488 (OG488) dye is a bright, green-fluorescent dye with excitation ideally suited to the 488 nm laser line and useful for fluorescent labeling. It has a high extinction coefficient and fluorescence quantum yield and while it is pH insensitive in the physiological range, with a pKa of 4.6 it can be used to as a fluorescent indicator for intracellular pH and monitor pH changes in acidic organelles or pathways. OG488 is a fluorinated analog of fluoresceins. The absorption and emission spectra of OG488 perfectly match those of fluorescein. Because of the near match of the absorption maxima on proteins (~498 nm and ~512 nm) to the strong 488 nm and 514 nm spectral lines of the argon-ion laser, the Oregon Green 488 fluorphore is an important dye for both confocal laser-scanning microscopy and flow cytometry applications. Conjugates of OG488 are more photostable than those of fluorescein, allowing increased acquisition of photons before photodestruction of the dye and making it particularly a useful substitute for fluoresceins for fluorescence imaging applications. OG488 has a lower pKa (pKa = 4.7 versus 6.4 for fluorescein), making the fluorescence essentially pH insensitive in the physiological pH range. However, the pH sensitivity in the weakly acidic range (pH 4 to 6) also makes the dye useful as pH indicators for acidic organelles of live cells. This cell-permeable non-fluorescent 2',7'-Difluorofluorescein diacetate is cleaved by cellular esterases and oxidation, and converted to the highly fluorescent 2',7'-Difluorofluorescein.

>97% (NMR)

O=C(O1)C2=C(C=CC=C2)C31C4=C(C=C(OC(C)=O)C(F)=C4)OC5=CC(OC(C)=O)=C(F)C=C53

Soluble in DMSO or DMF.

Synthetic.

Non-hazardous

Fluorescent Reagents

41105331

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