An ω-6 polyunsaturated fatty acid and the precursor of eicosanoids
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Arachidonic Acid (peroxide free)

Item No. 90010.1

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5Z,8Z,11Z,14Z-eicosatetraenoic acid
CAS Number
506-32-1
Synonyms
  • AA (peroxide free)
  • FA 20:4
Molecular Formula
C20H32O2
Formula Weight
304.5
Purity
≥98%
Formulation (Request formulation change)
A 250 mg/ml solution in ethanol containing 0.1% BHT
Solubility(Learn about Variance in Solubility)
Ethanol: Soluble: ≥10mg/mL
SMILES
CCCCC\C=C/C\C=C/C\C=C/C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
InChi Key
YZXBAPSDXZZRGB-DOFZRALJSA-N
Side Chain Carbon Sum
20:4
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    25 mg

    $50

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    50 mg

    $95

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    100 mg

    $179

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    250 mg

    $347

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    Product Description

    Arachidonic acid is an essential fatty acid and a precursor for all prostaglandins, thromboxanes, and leukotrienes. Virtually all cellular arachidonic acid is esterified in membrane phospholipids where its presence is tightly regulated through multiple interconnected pathways.1 Free arachidonic acid is a transient, critical substrate for the biosynthesis of eicosanoid second messengers. Receptor-stimulated release, metabolism, and re-uptake of free arachidonate are all important aspects of cell signaling and inflammation.2 Arachidonic acid oxidizes spontaneously on exposure to room air, yielding a complex mixture of fatty acid peroxides. Arachidonic acid (peroxide free) contains the antioxidant BHT (Item No. 89910). BHT-free arachidonic acid (Item Nos. 90010 | 10006607) is also available.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nixon, A.B., Greene, D.G., and Wykle, R.L. Comparison of acceptor and donor substrates in the CoA-independent transacylase reaction in human neutrophils. Biochim. Biophys. Acta 1300(3), 187-196 (1996).

    2. Burgoyne, R.D., and Morgan, A. The control of free arachidonic acid levels. Trends Biochem. Sci. 15(10), 365-366 (1990).

    Product Citations

    Mainka, M., George, S., Angioni, C., et al. On the biosynthesis of specialized pro-resolving mediators in human neutrophils and the influence of cell integrit. Biochim. Biophys. Acta Mol. Cell Biol. Lipids 1867(3), 159093 (2022).

    Brand, S., Roy, S., Schröder, P., et al. Combined proteomic and in silico target identification reveal a role for 5-lipoxygenase in developmental signaling pathways. Cell Chem. Biol. 25(9), 1095-1106 (2018).