Dihydrofluorescein diacetate

Modify Date: 2024-01-10 12:01:03

Dihydrofluorescein diacetate Structure
Dihydrofluorescein diacetate structure
Common Name Dihydrofluorescein diacetate
CAS Number 35340-49-9 Molecular Weight 418.39600
Density 1.353g/cm3 Boiling Point 554.3ºC at 760 mmHg
Molecular Formula C24H18O7 Melting Point 213-215ºC(lit.)
MSDS Chinese USA Flash Point N/A

 Use of Dihydrofluorescein diacetate


Dihydrofluorescein diacetate is a fluorimetric probe mainly used for oxidative stress measurements, in both cell-free systems and cellular models.

 Names

Name 2-(3,6-diacetyloxy-9H-xanthen-9-yl)benzoic acid
Synonym More Synonyms

 Dihydrofluorescein diacetate Biological Activity

Description Dihydrofluorescein diacetate is a fluorimetric probe mainly used for oxidative stress measurements, in both cell-free systems and cellular models.
Related Catalog
In Vitro Dihydrofluorescein diacetate may be a superior fluorescent probe for many cell-based studies. It is a better fluorescent probe for detecting intracellular oxidants because it is more reactive toward specific oxidizing species. Dihydrofluorescein diacetate demonstrates fluorescence of linear structures, consistent with mitochondria, in reoxygenated endothelium[1]. Dihydrofluorescein diacetate is able to detect the presence of ROS in mitochondria. Dihydrofluorescein diacetate fluorescence was sharp and delineated thin filaments which corresponded in all details to TMRM-stained mitochondria. It enters mitochondria and reacts with ROS released in the matrix[2]. Dihydrofluorescein diacetate could be an useful and quantitative method for measuring the oxidative potential of nanoparticle-treated cells[3].
Cell Assay Dihydrofluorescein diacetate is used at a final concentration of 5 μM for the cell-free studies. The excitation wavelength is 488 nm and the emission wavelength is 521 nm, the same as the excitation and emission wavelengths of the confocal microscope. All fluorescence measurements are performed on room temperature solutions. Human umbilical vein endothelium at first passage are cultured to confluence on 48 well plates. Cells are ished with PBS, then PBS with glucose, pH 7.4, is added to the cells. Dihydrofluorescein diacetate is added at a final concentration of 20 mM. Wells without cells are also loaded with fluorescent probes to serve as controls. Fluorescence measurements are made on a fluorescent platereader every 10 min at Exλ 488 nm and Emλ 510 (bandpass 5 nm) and 538 nm (bandpass 10 nm). The Emλ 510 nm and Emλ 538 nm values are added together[1].
References

[1]. Hempel SL, et al. Dihydrofluorescein diacetate is superior for detecting intracellular oxidants: comparison with 2',7'-dichlorodihydrofluorescein diacetate, 5(and 6)-carboxy-2',7'-dichlorodihydrofluorescein diacetate, and dihydrorhodamine 123. Free Radic Biol Med. 1999 Jul;27(1-2):146-59.

[2]. Diaz G, et al. Mitochondrial localization of reactive oxygen species by dihydrofluorescein probes. Histochem Cell Biol. 2003 Oct;120(4):319-25.

[3]. Aranda A, et al. Dichloro-dihydro-fluorescein diacetate (DCFH-DA) assay: a quantitative method for oxidative stress assessment of nanoparticle-treated cells. Toxicol In Vitro. 2013 Mar;27(2):954-63.

 Chemical & Physical Properties

Density 1.353g/cm3
Boiling Point 554.3ºC at 760 mmHg
Melting Point 213-215ºC(lit.)
Molecular Formula C24H18O7
Molecular Weight 418.39600
Exact Mass 418.10500
PSA 99.13000
LogP 4.52130
Index of Refraction 1.626
Storage condition 2-8℃

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2932999099

 Synthetic Route

~94%

Dihydrofluorescein diacetate Structure

Dihydrofluoresc...

CAS#:35340-49-9

Literature: Sharma, Padam N.; Brossi, Arnold Helvetica Chimica Acta, 1984 , vol. <1> 67, # 35 p. 301 - 304

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Dihydrofluorescein diacetate Structure

Dihydrofluoresc...

CAS#:35340-49-9

Literature: Heterocycles, , vol. 31, # 11 p. 1975 - 1982

~%

Dihydrofluorescein diacetate Structure

Dihydrofluoresc...

CAS#:35340-49-9

Literature: Heterocycles, , vol. 31, # 11 p. 1975 - 1982

~%

Dihydrofluorescein diacetate Structure

Dihydrofluoresc...

CAS#:35340-49-9

Literature: Monatshefte fuer Chemie, , vol. 13, p. 417

 Customs

HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

MFCD00005056
Dihydrofluorescein diacetate
2-[3,6-Diacetoxy-9H-xanth-9-yl]benzoic acid
2-[3,6-Bis(acetyloxy)-9H-xanthen-9-yl]benzoic acid
D1845
2-(3,6-diacetoxy-xanthen-9-yl)-benzoic acid
2-(3,6-Diacetoxy-xanthen-9-yl)-benzoesaeure
Diacetyldihydrofluorescein