Dihydrofluorescein diacetate

Specifications

Purity

≥97% (NMR)

Identity

1H-NMR

Appearance

Yellow powder

Properties

Fluorescence

λex 272 nm in methanol, λex 490, λem 514 (Reaction product)

Melting Point

212-215 °C

Solvents

chloroform

Shipping

AMBIENT

Use / Stability

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

Handling Advice

Protect from light and moisture.

Long Term Storage

-20°C

Short Term Storage

+4°C

Transportation

Not dangerous goods

Description

Dihydrofluorescein diacetate is a fluorescent probe for detecting intracellular oxidants. It is hydrolyzed by cellular esterases to dihydrofluorescein and is then oxidized to fluorescein primarily by H2O2. Dihydrofluorescein diacetate might be reactive toward a broad range of oxidizing reactions that may be increased during intracellular oxidant stress. Cell-loading studies indicate that dihydrofluorescein achieves higher intracellular concentrations than the other redox sensors such as Dihydrorhodamine 123 (Ex/Em: 490/514nm).

InChi

InChI=1S/C24H18O7/c1-13(25)29-15-7-9-19-21(11-15)31-22-12-16(30-14(2)26)8-10-20(22)23(19)17-5-3-4-6-18(17)24(27)28/h3-12,23H,1-2H3,(H,27,28)

References

(1) P.P. Williams & R.L. Stolzenberg: Applied Microbiology 23(4), 745-9 (1972) , (2) S.L. Hempel, et al.: Free Radical Biology & Medicine 27(1/2), 146-159 (1999) , (3) Y. O'Malley et al.: Free Radical Biology & Medicine 36(1), 90-100 (2004)

InChi Key

YKSJJXGQHSESKB-UHFFFAOYSA-N

Smiles

CC(=O)OC1=CC2=C(C=C1)C(C1=C(O2)C=C(OC(C)=O)C=C1)C1=C(C=CC=C1)C(O)=O