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Arachidonic Acid methyl ester

Cayman Chemical Item Number 90014

Methyl Arachidonate (CAS 2566-89-4)

Arachidonic Acid methyl ester (CAS 2566-89-4)

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Description

Arachidonic acid is the keystone essential fatty acid at the origin of the arachidonic acid cascade. It is converted by cyclooxygenase, lipoxygenase, and epoxygenase enzymes into more than one hundred fifty different potent primary autacoid metabolites in species ranging from fungi to plants to mammals. Arachidonic acid is stored in tissue phospholipids in esterified form, where it comprises a small but critically controlled percentage of the polyunsaturated fatty acid pool.1 Arachidonic acid content is frequently measured by the saponification of the lipid fraction followed by methyl esterification and gas chromatographic analysis of the resulting FAME (fatty acid methyl ester) compounds.2,3 Arachidonic acid methyl ester can also be incorporated into dietary regimens or fed to cultured cells as a source of exogenous arachidonate.

1 Holman, R.T. Control of polyunsaturated acids in tissue lipids. J Am Coll Cardiol 5 183-211 (1986).

2 Leichsenring, M., Sütterlin, N., Less, S., et al. Polyunsaturated fatty acids in erythrocyte and plasma lipids of children with severe protein-energy malnutrition. Acta Paediatr 84 516-520 (1995).

3 Burdge, G.C., and Postle, A.D. Phospholipid molecular species composition of developing fetal guinea pig brain. Lipids 30 719-724 (1995).

Synonyms
  • Methyl Arachidonate
Formal Name 5Z,​8Z,​11Z,​14Z-​eicosatetraenoic acid,​ methyl ester
CAS Number 2566-89-4
Molecular Formula C21H34O2
Formula Weight 318.5
Formulation A solution in ethanol
Purity >98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)​C

Background Reading

Leichsenring, M., Sütterlin, N., Less, S., et al. Polyunsaturated fatty acids in erythrocyte and plasma lipids of children with severe protein-energy malnutrition. Acta Paediatr 84 516-520 (1995).

Burdge, G.C., and Postle, A.D. Phospholipid molecular species composition of developing fetal guinea pig brain. Lipids 30 719-724 (1995).

Holman, R.T. Control of polyunsaturated acids in tissue lipids. J Am Coll Cardiol 5 183-211 (1986).

Arachidonic Acid methyl ester is available in the following screening library:

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Related Products

Arachidonic Acid
Arachidonic Acid ethyl ester
Arachidonic Acid (peroxide free)
Arachidonic Acid (sodium salt)
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