A fluorescent probe used for the detection of NO
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DAF-FM diacetate

Item No. 18767

Technical Information
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
Purity
≥98%
Emission
515 nm
Excitation
495 nm
A solid
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    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.1 DAF-FM is advantageous over the NO probe, DAF-2 (Item No. 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).1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kojima, H., Urano, Y., Kikuchi, K., et alFluorescent indicators for imaging nitric oxide production. Angew. Chem. Int. Ed. Engl. 38(21), 3209-3212 (1999).

    2. Kojima, H., Nakatsubo, N., Kikuchi, J., et alDetection and imaging of nitric oxide with novel fluorescent indicators: Diaminofluoresceins. Anal. Chem. 70(13), 2446-2453 (1998).