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254109-20-1

254109-20-1 Structure

254109-20-1 Structure
IdentificationBack Directory
[Name]

DAF-FM
[CAS]

254109-20-1
[Synonyms]

DAF-FM
DAF-FM solution
DAF-FM >=98% (HPLC)
DIAMINOFLUORESCEIN-FM
PPRXFLLOWKZHMK-UHFFFAOYSA-N
DAF-FM - CAS 254109-20-1 - Calbiochem
4-Amino-5-methylamino-2′,7′-difluorescein
4-AMINO-5-METHYLAMINO-2',7'-DIFLUOROFLUORESCEIN
3-AMINO, 4-AMINOMETHYL-2',7'-DIFLUOROFLUORESCEIN
3-Amino-4-(N-methylamino)-2', 7'-difluorofluorescein
4-amino-5-methylamino-20,70-difluorodifluorofluorescein
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4-amino-2',7'-difluoro-3',6'-dihydroxy-5-(methylamino)-
[Molecular Formula]

C21H14F2N2O5
[MDL Number]

MFCD03453541
[MOL File]

254109-20-1.mol
[Molecular Weight]

412.34
Chemical PropertiesBack Directory
[Melting point ]

265 ℃
[storage temp. ]

-20°C
[solubility ]

DMSO: >1mg/mL
[form ]

Solid
[pka]

8.19 ± 0.20, most acidic, temperature: 25 °C; 4.23 ± 0.20, most basic(at 25℃)
[color ]

clear colorless to yellow
[Appearance]

yellow to brown solid
[λmax]

487 nm, 495 nm
[Biological Applications]

Nitric oxide indicator; detecting microorganisms; measuring Ga i-coupled or Gao-coupled receptors activity
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

DAF-FM (4-amino-5-methylamino-2′,7′-difluorofluorescein) is a cell-impermeant, fluorescent probe for detecting and quantifying low concentrations of nitric oxide (NO). DAF-FM does not need to be activated by cytosolic enzymes and is suitable to detect NO in extracellular matrix.


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 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.


The cell-permeant version of DAF FM — DAF-FM DA is also available.

[Uses]

DAF-FM has been used in the visualization of nitric oxide (NO) in root sections of wheat seedlings. It has also been used to label neural crest (NC) cells.
[Uses]

DAF-FM is important reagent for quantitating low concentrations of nitric oxide in solution. This compound is essentially nonfluorescent until it reacts with NO to form a fluorescent benzotrizole.
[Uses]

DAF-FM solution has been used as a fluorescent probe for detecting nitric oxide (NO) from plant samples.
[Biochem/physiol Actions]

DAF-FM is a highly sensitive, photo-stable fluorescent probe for the detection of nitric oxide (NO). DAF-2 is the original compound and is widely used, but DAF-FM is more sensitive to nitric oxide (NO) compared with DAF-2. DAF-FM is more photo-stable and less pH sensitive than DAF-2. DAF-FM is not quite as cell-permeable as the diacetate derivative, DAF-FM, but it does not need to be activated by cytosolic enzymes.
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