ChemicalBook--->CAS DataBase List--->254109-22-3

254109-22-3

254109-22-3 Structure

254109-22-3 Structure
IdentificationBack Directory
[Name]

DAF-FM DA
[CAS]

254109-22-3
[Synonyms]

7′
9′
DAF-FM DA
DAF-FM DA solution
-[9H]xanthen]-3-one
-bis(acetyloxy)-2′
DAF-FM DA (cell permeable)
DAF-FM DA [DAF-FM Diacetate]
-difluoro-spiro[isobenzofuran-1(3H)
Diaminofluorescein-FM diacetate
DAF-FM DA - CAS 254109-22-3 - Calbiochem
4-Amino-5-(N-methylamin)-3′,6′-bis(acetyloxy)
3-Amino-4-(N-methylamino)-2', 7'-difluorofluorescein diacetate
4-Amino-5-(N-methylamino)-3′
4-Amino-2',7'-Difluoro-5-(Methylamino)-3-Oxo-3H-Spiro[2-Benzofuran-1,9'-Xanthene]-3',6'-Diyl Diacetate
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-bis(acetyloxy)-4-amino-2',7'-difluoro-5-(methylamino)-
4-Amino-5-(N-methylamino)-3′,6′-bis(acetyloxy)-2′,7′-difluoro-spiro[isobenzofuran-1(3H),9′-[9H]xanthen]-3-one
DAF-FM DA;4-AMINO-5-(N-METHYLAMINO)-3′;6′-BIS(ACETYLOXY)-2′;7′-DIFLUORO-SPIRO[ISOBENZOFURAN-1(3H);9′-[9H]XANTHEN]-3-ONE;DIAMINOFLUORESCEIN-FM DIACETATE
[Molecular Formula]

C25H18F2N2O7
[MDL Number]

MFCD16872050
[MOL File]

254109-22-3.mol
[Molecular Weight]

496.42
Chemical PropertiesBack Directory
[Boiling point ]

695.7±55.0 °C(Predicted)
[density ]

1.56±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

Soluble in dimethyl sulfoxide
[form ]

Pale yellow solution
[pka]

4.20 ± 0.20, most basic, temperature: 25 °C
[color ]

clear clear, colorless
[Appearance]

beige solid
[λmax]

365 nm (MeOH)
[Biological Applications]

Detecting bacteria/microorganisms; nitric oxide indicator,
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

DAF-FM diacetate (DAF-FM DA) is a cell-permeant, fluorescent probe for detecting and quantifying low concentrations of nitric oxide (NO). DAF-FM DA passively diffuses across cellular membranes and, once inside cells, is deacetylated by intracellular esterases and converted to cell-impermeant form — DAF-FM.


The fluorescence quantum yield of DAF-FM is ~0.005, but it increases about 160-fold to ~0.81 after reacting with NO and forming a fluorescent benzotriazole (excitation/emission maxima at 495/515 nm) .


The NO detection limit of DAF-FM (~3 nM) is more sensitive than that of DAF-2 (~5 nM). The fluorescence of the NO adduct of DAF-FM is independent of pH above pH 5.5. Moreover, the NO adduct of DAF-FM demonstrates a significantly enhanced photostability compared to that of DAF-2, ensuring reliable results and additional time for imaging.


DAF-FM DA should be dissolved in DMSO and then used to prepare a working solution. Buffers containing bovine serum albumin (BSA) or phenol red can affect the fluorescence and should be used cautiously.

[Uses]

DAF-FM diacetate is an important reagent for quantification of low concentrations of nitric oxide in solution. This compound is essentially nonfluorescent until it reacts with NO to form a fluorescent benzotriazole. With excitation/emission maxima of 495
[Biochem/physiol Actions]

DAF-FM DA is a cell-permeable fluorescent probe for the detection of nitric oxide (NO). DAF-2 is the original compound and is widely used, but DAF-FM and DAF-FM DA are more sensitive to nitric oxide (NO) compared with DAF-2 and more photo-stable and less pH sensitive. DAF-FM DA permeates well into living cells and is rapidly transformed into water-soluble DAF-FM by cytosolic esterases.
[in vivo]

Using sections of zebrafish embryos live-stained with DAF-FM DA (5 μM), could confirm that the fluorescent signals were predominantly located in areas of ongoing bone formation[1].

[storage]

Store at -20°C
[Excitation / Emission Maximum]

495 nm/515 nm
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