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γ-Linolenic Acid (18:3, n-6) (CAS 506-26-3)

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Alternate Names:
gamolenic acid
Application:
γ-Linolenic Acid (18:3, n-6) is an antitumor agent
CAS Number:
506-26-3
Purity:
99%
Molecular Weight:
278.43
Molecular Formula:
C18H30O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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γ-Linolenic Acid (18:3, n-6) also known as gamma-Linolenic acid, is an unsaturated fatty acid synthesized from linoleic acid (LA) by the enzyme delta-6-desaturase. Research on hepatocellular cell lines has shown gamma-Linolenic Acid to have induced reactive oxygen species generation including lipid peroxidation, cell growth inhibition, and heme oxygenase-1 production for antioxidant protection against oxidative stress. Further experiments have noted that gamma-Linolenic acid inhibits inflammatory responses through inactivation of NFkappaB and activator protein-1 by suppressed oxidative stress.


γ-Linolenic Acid (18:3, n-6) (CAS 506-26-3) References

  1. Differential metabolism of dihomo-gamma-linolenic acid and arachidonic acid by cyclo-oxygenase-1 and cyclo-oxygenase-2: implications for cellular synthesis of prostaglandin E1 and prostaglandin E2.  |  Levin, G., et al. 2002. Biochem J. 365: 489-96. PMID: 11939906
  2. Gamma-linolenic acid dietary supplementation can reverse the aging influence on rat liver microsome delta 6-desaturase activity.  |  Biagi, PL., et al. 1991. Biochim Biophys Acta. 1083: 187-92. PMID: 1674661
  3. Gamma-linolenic acid inhibits inflammatory responses by regulating NF-kappaB and AP-1 activation in lipopolysaccharide-induced RAW 264.7 macrophages.  |  Chang, CS., et al. 2010. Inflammation. 33: 46-57. PMID: 19842026
  4. The use of alpha-lipoic acid (ALA), gamma linolenic acid (GLA) and rehabilitation in the treatment of back pain: effect on health-related quality of life.  |  Ranieri, M., et al. 2009. Int J Immunopathol Pharmacol. 22: 45-50. PMID: 19887043
  5. Modification of liver fatty acid metabolism in mice by n-3 and n-6 delta 6-desaturase substrates and products.  |  Huang, YS., et al. 1991. Biochim Biophys Acta. 1082: 319-27. PMID: 2029550
  6. Antineoplastic effects of gamma linolenic Acid on hepatocellular carcinoma cell lines.  |  Itoh, S., et al. 2010. J Clin Biochem Nutr. 47: 81-90. PMID: 20664735
  7. Functional characterization of a delta 6-desaturase gene from the black seabream (Acanthopagrus schlegeli).  |  Kim, SH., et al. 2011. Biotechnol Lett. 33: 1185-93. PMID: 21318631
  8. The effect of gamma-linolenic acid, an in vitro cytostatic substance contained in evening primrose oil, on primary liver cancer. A double-blind placebo controlled trial.  |  van der Merwe, CF., et al. 1990. Prostaglandins Leukot Essent Fatty Acids. 40: 199-202. PMID: 2169638
  9. High levels of stearic acid, palmitoleic acid, and dihomo-γ-linolenic acid and low levels of linoleic acid in serum cholesterol ester are associated with high insulin resistance.  |  Kurotani, K., et al. 2012. Nutr Res. 32: 669-675.e3. PMID: 23084639
  10. Antitumor effect of gamma-linolenic acid on cultured human neuroblastoma cells.  |  Fujiwara, F., et al. 1986. Prostaglandins Leukot Med. 23: 311-20. PMID: 3020590
  11. 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
  12. Effects of dietary gamma-linolenic acid on the tissue phospholipid fatty acid composition and the synthesis of eicosanoids in rats.  |  Quoc, KP. and Pascaud, M. 1996. Ann Nutr Metab. 40: 99-108. PMID: 8773734
  13. Fatty acyl desaturation in isolated hepatocytes from Atlantic salmon (Salmo salar): stimulation by dietary borage oil containing gamma-linolenic acid.  |  Tocher, DR., et al. 1997. Lipids. 32: 1237-47. PMID: 9438233

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

γ-Linolenic Acid (18:3, n-6), 100 mg

sc-200774
100 mg
$72.00

γ-Linolenic Acid (18:3, n-6), 1 g

sc-200774A
1 g
$173.00