A fatty acid alkyne and palmitoylation probe
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17-Octadecynoic Acid

Item No. 90270

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
34450-18-5
Synonyms
  • Alk-16
  • Click Tag™ 17-Octadecynoic Acid
  • FA 18:2
  • 17-ODYA
Molecular Formula
C18H32O2
Formula Weight
280.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
0.15 M Tris-HCl pH 8.5: 1 mg/mlDMF: 10 mg/mlDMSO: 1 mg/mlEthanol: 10 mg/mlPBS pH 7.2: <1Insoluble
SMILES
CCCCCCCCCCCCCCCCCC(=O)O
InChi Code
InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h1H,3-17H2,(H,19,20)
InChi Key
DZIILFGADWDKMF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $28

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    5 mg

    $83

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    10 mg

    $152

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    100 mg

    $963

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    Product Description

    17-Octadecynoic Acid (17-ODYA) is a fatty acid alkyne. It is a suicide inhibitor of leukotriene B4 20-hydroxylase and renal CYP450 ω-hydroxylase.1,2 17-ODYA (10 µM) completely inhibits the bradykinin-dependent transport of sodium chloride in rat TALH cells.2 It has been used as a click chemistry probe for labeling palmitoylation substrates in vitro.3 It has also been used to study the formation of lipid droplets in live THP-1 macrophages and C. elegans.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shak, S., Reich, N.O., Goldstein, I.M., et al. Leukotriene B4 ω-hydroxylase in human polymorphonuclear leukocytes. Suicidal inactivation by acetylenic fatty acids. The Journal of Biological Chemisty 260:24, 13023-13028 (1985).

    2. Grider, J.S., Falcone, J.C., Kilpatrick, E.L., et al. P450 arachidonate metabolites mediate bradykinin-dependent inhibition of NaCl transport in the rat thick ascending limb. Can. J. Physiol. Pharmacol. 75(2), 91-96 (1997).

    3. Martin, B.R., and Cravatt, B.F. Large-scale profiling of protein palmitoylation in mammalian cells. Nat. Methods 6(2), 135-138 (2009).

    4. Wei, L., Hu, F., Shen, Y., et al. Live-cell imaging of alkyne-tagged small biomolecules by stimulated Raman scattering. Nat. Methods 11(4), 410-412 (2014).

    Product Citations

    Martin, B.R., Wang, C., Adibekian, A., et al. Gobal pofiling of dynamic protein palmitoylation. Nat. Methods 9(1), 84-89 (2012).

    Lin, D.T.S., and Conibear, E. ABHD17 proteins are novel protein depalmitoylases that regulate N-Ras palmitate turnover and subcellular localization. Elife 4, e11306 (2015).