A cell-permeable fluorescent probe for NO
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DAF-2 diacetate

Item No. 85165

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,6-diacetyloxy-4,5-diamino-9H-xanthen-9-yl)-benzoic acid
CAS Number
205391-02-2
Synonyms
  • 4,5-Diaminofluorescein diacetate
Molecular Formula
C24H18N2O7
Formula Weight
446.4
Purity
≥95%
Emission
538 nm
Excitation
485 nm
Formulation (Request formulation change)
A 500 µg/ml solution in DMSO
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
SMILES
NC(C(N)=C1)=CC(C23C4=CC=C(OC(C)=O)C=C4OC5=C2C=CC(OC(C)=O)=C5)=C1C(O3)=O
InChi Code
InChI=1S/C24H18N2O7/c1-11(27)30-13-3-5-16-21(7-13)32-22-8-14(31-12(2)28)4-6-17(22)24(16)18-10-20(26)19(25)9-15(18)23(29)33-24/h3-10H,25-26H2,1-2H3
InChi Key
PTSUYDXEEKDBQU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    DAF-2 diacetate is a sensitive fluorescent indicator for the detection and bioimaging of nitric oxide (NO).1,2 It is a cell-permeable derivative of DAF-2. Upon entry into the cell, DAF-2 diacetate is transformed into the less cell-permeable DAF-2 by cellular esterases thus preventing loss of signal due to diffusion of the molecule from the cell. In the presence of oxygen, DAF-2 reacts with NO to yield the highly fluorescent triazolofluorescein (DAF-2T). Fluorescence is monitored using excitation and emission wavelengths of 485 and 538 nm, respectively.2 At neutral pH the detection limit for NO is 2-5 nM. DAF-2 diacetate can be utilized in cells which produce small amounts of NO, such as endothelial cells, as well as in cells which generate large amount of NO, such as macrophages.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kojima, H., Sakurai, K., Kikuchi, K., et al. Development of a fluorescent indicator for nitric oxide based on the fluorescein chromophore. Chem. Pharm. Bull. (Tokyo) 46(2), 373-375 (1998).

    2. Nakatsubo, N., Kojima, H., Kikuchi, K., et al. Direct evidence of nitric oxide production from bovine aortic endothelial cells using new fluorescence indicators: Diaminofluoresceins. FEBS Lett. 427(2), 263-266 (1998).

    Product Citations

    Tomankova, S., Abaffy, P., and Sindelka, R. The role of nitric oxide during embryonic epidermis development of Xenopus laevis. Biol. Open 6(6), 862-871 (2017).

    Draganov, D., Gopalakrishna-Pillai, S., Chen, Y.-R., et al. Modulation of P2X4/P2X7/Pannexin-1 sensitivity to extracellular ATP via Ivermectin induces a non-apoptotic and inflammatory form of cancer cell death. Sci. Rep. 5:16222, (2015).