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Dihomo-γ-linolenic Acid (20:3, n-6) (CAS 1783-84-2)

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Alternate Names:
Homo-γ-linolenic acid
Application:
Dihomo-γ-linolenic Acid (20:3, n-6) is a polyunsaturated fatty acid
CAS Number:
1783-84-2
Purity:
≥99%
Molecular Weight:
306.48
Molecular Formula:
C20H34O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Dihomo-γ-linolenic Acid (20:3, n-6) is long-chain polyunsaturated fatty acid, the natural biosynthetic precursor of prostaglandin E1 (PGE1, sc-201223), and an elongase product of gamma-linolenic acid. Dihomo-γ-linolenic Acid (20:3, n-6) is structurally similar to Arachidonic acid (AA, sc-200770), and both are recognized and transformed by cyclooxygenase and lipoxygenase enzymes into eicosanoid metabolites. The metabolites of AA produced in platelets, such as thromboxane A2, are proaggregatory. As Dihomo-γ-linolenic Acid (20:3, n-6) and AA compete for processing by these oxidation enzymes, introduction of Dihomo-gamma-linolenic Acid to platelets is correlated to suppression of AA metabolites and promotion of Dihomo-γ-linolenic Acid (20:3, n-6) metabolites such as PGE1, which produces an antithrombotic effect.


Dihomo-γ-linolenic Acid (20:3, n-6) (CAS 1783-84-2) References

  1. Mutational and X-ray crystallographic analysis of the interaction of dihomo-gamma -linolenic acid with prostaglandin endoperoxide H synthases.  |  Thuresson, ED., et al. 2001. J Biol Chem. 276: 10358-65. PMID: 11121413
  2. The orphan G protein-coupled receptor GPR40 is activated by medium and long chain fatty acids.  |  Briscoe, CP., et al. 2003. J Biol Chem. 278: 11303-11. PMID: 12496284
  3. Mouse peritoneal macrophage prostaglandin E1 synthesis is altered by dietary gamma-linolenic acid.  |  Fan, YY. and Chapkin, RS. 1992. J Nutr. 122: 1600-6. PMID: 1322453
  4. Isolation of a novel C18-Δ9 polyunsaturated fatty acid specific elongase gene from DHA-producing Isochrysis galbana H29 and its use for the reconstitution of the alternative Δ8 pathway in Saccharomyces cerevisiae.  |  Li, M., et al. 2011. Biotechnol Lett. 33: 1823-30. PMID: 21538137
  5. Oxidative metabolism of dihomogammalinolenic acid by guinea pig epidermis: evidence of generation of anti-inflammatory products.  |  Miller, CC., et al. 1988. Prostaglandins. 35: 917-38. PMID: 3141974
  6. Antithrombotic potential of dihomo-gamma-linolenic acid in man.  |  Kernoff, PB., et al. 1977. Br Med J. 2: 1441-4. PMID: 338112
  7. The effect of dihomo-gamma-linolenic acid (20: 3,n-6) on the composition of phospholipid fatty acids in the liver of rats deficient in essential fatty acids.  |  Hassam, AG. and Crawford,. 1978. Br J Nutr. 40: 155-7. PMID: 666999
  8. Interaction of sesamin and eicosapentaenoic acid against delta 5 desaturation and n-6/n-3 ratio of essential fatty acids in rat.  |  Umeda-Sawada, R., et al. 1995. Biosci Biotechnol Biochem. 59: 2268-73. PMID: 8611750
  9. Dietary supplementation with gamma-linolenic acid alters fatty acid content and eicosanoid production in healthy humans.  |  Johnson, MM., et al. 1997. J Nutr. 127: 1435-44. PMID: 9237935
  10. Importance of dietary gamma-linolenic acid in human health and nutrition.  |  Fan, YY. and Chapkin, RS. 1998. J Nutr. 128: 1411-4. PMID: 9732298

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Dihomo-γ-linolenic Acid (20:3, n-6), 100 mg

sc-200780
100 mg
$153.00

Dihomo-γ-linolenic Acid (20:3, n-6), 1 g

sc-200780A
1 g
$912.00