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Chemical Compound Review:

AC1NSMWG (9Z,12Z,15E)-octadeca- 9,12,15-trienoic acid

Synonyms: LMFA01030353, C18:3n-3,6,9, 21661-08-5, 9Z,12Z,15E-octadecatrienoic acid, 9,12,15-Octadecatrienoic acid, (Z,Z,E)-

Kuklev, D.V. et al., Bordoni, A. et al., Thies, F. et al.

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High impact information on alpha-Linolenic acid

NK cell activity was not significantly affected by the placebo, ALA, GLA, AA, or DHA treatment [1].
The synthesis involves bromination of ALA using 0.l M Br(2) in a saturated solution of NaBr in methanol, esterification of the fatty acid dibromides, double dehydrobromination by 1,8-diazabicyclo[5.4.0]undec-7-ene and saponification of the conjugated esters to a mixture of free conjugated acids [2].
Using 20 month old Sprague-Dawley rats fed a diet with a subnormal level of vitamin B6, we evaluated D6D activity for linoleic acid (LA) and alpha-linolenic acid (ALA) in liver microsomes, and the fatty acid composition of microsomal total lipids [3].

References

Dietary supplementation with eicosapentaenoic acid, but not with other long-chain n-3 or n-6 polyunsaturated fatty acids, decreases natural killer cell activity in healthy subjects aged >55 y. Thies, F., Nebe-von-Caron, G., Powell, J.R., Yaqoob, P., Newsholme, E.A., Calder, P.C. Am. J. Clin. Nutr. (2001) [Pubmed]
Synthesis of four isomers of parinaric acid. Kuklev, D.V., Smith, W.L. Chem. Phys. Lipids (2004) [Pubmed]
Dual influence of aging and vitamin B6 deficiency on delta-6-desaturation of essential fatty acids in rat liver microsomes. Bordoni, A., Hrelia, S., Lorenzini, A., Bergami, R., Cabrini, L., Biagi, P.L., Tolomelli, B. Prostaglandins Leukot. Essent. Fatty Acids (1998) [Pubmed]

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