A clickable form of arachidonic acid
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Product Categories

Product Type

Biochemicals
Lipids
Fatty Acids

Research Area

Lipid Biochemistry
Fatty Acids

Application

Click Chemistry

Arachidonic Acid Alkyne

Item No. 10538

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5Z,8Z,11Z,14Z-eicosatetraen-19-ynoic acid
CAS Number
1219038-32-0
Synonyms
  • ω-Alkynyl Arachidonic Acid
  • Click Tag™ Arachidonic Acid Alkyne
  • FA 20:6
Molecular Formula
C20H28O2
Formula Weight
300.4
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 1 mg/mlDMF: >100 mg/mlDMSO: >100 mg/mlEthanol: Miscible
λmax
235 nm
SMILES
C#CCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h1,6-7,9-10,12-13,15-16H,3-5,8,11,14,17-19H2,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
InChi Key
DTSYXKMUESYRSH-DOFZRALJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

    $107

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    500 µg

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    1 mg

    $528

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    Product Description

    Arachidonic acid alkyne is a form of arachidonic acid with an ω-terminal alkyne. The terminal alkyne group can be used in click chemistry linking reactions to tag arachidonic acid with fluorescent or biotinylated labels for analysis of its metabolism and biological activity.1,2 Because the alkyne group is at the ω-terminus, this compound can be used to easily tag metabolites and derivatives.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kolb, H.C., and Sharpless, K.B. The growing impact of click chemistry on drug discovery. Drug Discov. Today 8(24), 1128-1137 (2003).

    2. Lutz, J.-F., and Zarafshani, Z. Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide-alkyne "click" chemistry. Adv. Drug Deliv. Rev. 60(9), 958-970 (2008).

    Product Citations

    ­Wang, F., Graham, E.T., Naowarojna, N., et al. PALP: A rapid imaging technique for stratifying ferroptosis sensitivity in normal and tumor tissues in situ. Cell Chem. Bio. 29, 157-170 (2022).

    Magtanong, L., Ko, P.-J., To, M., et al. Exogenous monounsaturated fatty acids promote a ferroptosis-resistant cell state. Cell Chem. Biol. 26(3), 420-432 (2019).