A fluorinated analog of AEA
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ARN1203

Item No. 16065

Technical Information
Formal Name
N-(3-fluoro-2-hydroxypropyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
CAS Number
1428445-15-1
Molecular Formula
C23H38FNO2
Formula Weight
Purity
≥98%
A 5 mg/ml solution in ethanol
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 50 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
SMILES
O=C(NCC(O)CF)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
InChi Code
InChI=1S/C23H38FNO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(27)25-21-22(26)20-24/h6-7,9-10,12-13,15-16,22,26H,2-5,8,11,14,17-21H2,1H3,(H,25,27)/b7-6-,10-9-,13-12-,16-15-
InChi Key
IXPSZMYVPAPSRW-DOFZRALJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Arachidonoyl ethanolamide (AEA, Item No. 90050), also known as anandamide, is an endogenous ligand of the cannabinoid receptors.1 AEA is metabolized by fatty acid amide hydrolase (FAAH) to give arachidonic acid (Item No. 90010) and ethanolamine.2 ARN1203 is a fluorinated analog of AEA that serves as a substrate of FAAH (Km = 29 µM).3 Fluorinated substrates, like ARN1023, are used in 'n-fluorine atoms for biochemical screening' (n-FABS) assays, NMR functional assays that directly measure the conversion of the substrate into product.4 ARN1203 is used to perform n-FABS against FAAH to identify novel inhibitors.3,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Felder, C.C., Briley, E.M., Axelrod, J., et alAnandamide, an endogenous cannabimimetic eicosanoid, binds to the cloned human cannabinoid receptor and stimulates receptor-mediated signal transduction. Proc. Natl. Acad. Sci. USA 90(16), 7656-7660 (1993).

    2. Felder, C.C., Dickason-Chesterfield, A.K., and Moore, S.A. Cannabinoid biology: The search for new therapeutic targets. Mol. Interv. 6(3), 149-161 (2006).

    3. Lambruschini, C., Veronesi, M., Romeo, E., et alDevelopment of fragment-based n-FABS NMR screening applied to the membrane enzyme FAAH. Chembiochem 14(13), 1611-1619 (2013).

    4. Veronesi, M., Romeo, E., Lambruschini, C., et alFluorine NMR-based screening on cell membrane extracts. ChemMedChem 9(2), 286-289 (2014).

    5. Bertolacci, L., Romeo, E., Veronesi, M., et alA binding site for nonsteroidal anti-inflammatory drugs in fatty acid amide hydrolase. J. Am. Chem. Soc. 135(1), 22-25 (2013).