Dihydrofluorescein diacetate

Available from stock

Dihydrofluorescein diacetate

SKU
D0122

Categories: ,

Synonyms
Diacetyldihydrofluorescein
35340-49-9
CAS-Number
C24H18O7
Molecular Formula
418.4
Molecular Weight

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

Specifications

Purity
≥97% (NMR)
Appearance
Yellow powder
Identity
1H-NMR

Properties

Solvents
chloroform
Melting Point
212-215 °C
Fluorescence
λex 272 nm in methanol, λex 490, λem 514 (Reaction product)

Documentation

Safety Data Sheet (SDS)
CDX D0122 MSDS.pdf
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
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).
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
InChi Key
YKSJJXGQHSESKB-UHFFFAOYSA-N
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
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)

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).

SKU: D0122 Categories: ,

Additional information

Synonyms

Diacetyldihydrofluorescein
Purity

≥97% (NMR)
Appearance

Yellow powder
CAS-Number

35340-49-9
Molecular Formula

C24H18O7
Molecular Weight

418.4
Identity

1H-NMR
Solvents

chloroform
Melting Point

212-215 °C
Fluorescence

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

YKSJJXGQHSESKB-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) 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

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)
Quantity

1 g, 10 g, Bulk

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