DAF-FM diacetate

DAF-FM diacetate is a cell-permeable, fluorescent probe for the detection and bioimaging of nitric oxide (NO) with excitation/emission maxima of 495/515 nm. It passively diffuses across cellular membranes and, once inside cells, is deacetylated by intracellular esterases to become DAF-FM. The fluorescence quantum yield of DAF-FM is ~0.005, but increases about 160-fold, to ~0.81, after reacting with NO. DAF-FM is advantageous over the NO probe, DAF-2 (Cay-85160) for several reasons: 1) the spectra of the NO adduct of DAF-FM are independent of pH above pH 5.5, 2) the NO adduct of DAF-FM is significantly more photostable than that of DAF-2, 3) the NO detection limit of DAF-FM (~3 nM) is more sensitive than that of DAF-2 (~5 nM).Formal Name: 3',6'-bis(acetyloxy)-4-amino-2',7'-difluoro-5-(methylamino)-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one. CAS Number: 254109-22-3. Synonyms: 4-Amino-5-methylamino-2',7'-difluorofluorescein diacetate, DAF-FM DA. Molecular Formula: C25H18F2N2O7. Formula Weight: 496.4. Purity: >98%. Emission: 515 nm. Excitation: 495 nm. Formulation: (Request formulation change), A solid. Solubility: DMSO: Soluble. SMILES: O=C(O1)C2=C(C=CC(NC)=C2N)C31C4=CC(F)=C(OC(C)=O)C=C4OC5=C3C=C(F)C(OC(C)=O)=C5. InChi Code: InChI=1S/C25H18F2N2O7/c1-10(30)33-20-8-18-13(6-15(20)26)25(12-4-5-17(29-3)23(28)22(12)24(32)36-25)14-7-16(27)21(34-11(2)31)9-19(14)35-18/h4-9,29H,28H2,1-3H3. InChi Key: BEVHTVRRVVEMEF-UHFFFAOYSA-N.