| Identification | Back 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 Properties | Back Directory | [Melting point ]
265 ℃ | [Boiling point ]
693.731±55.00 °C(Press: 760.00 Torr)(predicted) | [density ]
1.699±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | [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 | [InChI]
1S/C21H14F2N2O5/c1-25-13-3-2-8-18(19(13)24)20(28)30-21(8)9-4-11(22)14(26)6-16(9)29-17-7-15(27)12(23)5-10(17)21/h2-7,25-27H,24H2,1H3 | [InChIKey]
DIJCILWNOLHJCG-UHFFFAOYSA-N | [SMILES]
Fc1cc2c(cc1O)Oc3c(cc(c(c3)O)F)C42OC(=O)c5c4ccc(c5N)NC |
| Hazard Information | Back 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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| Company Name: |
Sigma-Aldrich
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021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
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Energy Chemical
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021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
| Company Name: |
TargetMol
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| Telephone: |
400-821-0310 15002144251 |
| Website: |
www.targetmol.cn/ |
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