Skip to main content
Log in

Inhibitory effect of linoleic acid on chain elongation and desaturation of 18∶2 c,t isomers in lactating and neonatal rats

  • Published:
Lipids

Abstract

The previous studies showed that dietary 18∶2 c,t isomers could be chain-elongated and desaturated to produce unusual 20∶4 isomers. The present study was undertaken to determine the minimal amount of 18∶2n−6 required to suppress the chain elongation and desaturation of 18∶2 c,t isomers in the lactating and neonatal rats when animals were fed 15% partially hydrogenated canola oil diet containing 1.72% energy as 18∶2 c,t isomers and varying amounts of free 18∶2n−6. These diets induced marginal essential fatty acid (EFA) deficiency states (0.56% energy 18∶2n−6) to EFA adequacy (2.56% energy 18∶2n−6). After feeding for 50 d, the female animals were mated with males by overnight pairing. After conception, the lactating rats were killed, together with one pup from each dam, at term and day 26 of lactation. Two unusual 20∶4 isomers in both maternal and neonatal liver phospholipids were identified as 20∶4Δ5c,8c,11c,14t and 20∶4Δ5c,8c,11c,15t, which were derived from 18∶2Δ9c,12t, and 18∶2Δ9c,13t, respectively. The results showed that 18∶2n−6 at about 2.0% of total energy in maternal diet was required to block the production of 20∶4Δ5c,8c,11c,14t and 20∶4Δ5c,8c,11c,15t in the maternal liver, whereas 18∶2n−6 at about 2.5% of total energy in maternal diet was required to suppress production of these unusual 20∶4 isomers in the neonatal liver.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Abbreviations

DMOX:

2-alkenyl-4,4-dimethyloxazoline

EFA:

essential fatty acid

FAME:

fatty acid methyl ester

GLC:

gas-liquid chromatography

PHCO:

partially hydrogenated canola oil

PL:

phospholipid

TLC:

thin-layer chromatography

References

  1. Mensink, R.P., and Katan, M.B. (1990) Effect of trans Fatty Acids on High Density and Low Density Lipoprotein Cholesterol Level in Healthy Subjects, N. Engl. J. Med. 323, 439–445.

    Article  PubMed  CAS  Google Scholar 

  2. Zock, P.L., and Katan, M.B. (1990) Hydrogenation Alternatives: Effect of trans Fatty Acids and Stearic Acid Versus Linoleic Acid on Serum Lipids and Lipoproteins in Humans, J. Lipid Res. 33, 399–407.

    Google Scholar 

  3. Judd, J.T., Clevidence, B.A., Muesing, R.A., Wittes, J., Sunkin, M.E., and Podczasy, J.J. (1994) Dietary Trans Fatty Acids: Effects on Plasma Lipids and Lipoproteins of Healthy Men and Women, Am. J. Clin. Nutr. 59, 861–868.

    PubMed  CAS  Google Scholar 

  4. Troisi, R., Willet, W.C., and Weiss, S.T. (1992) Trans-Fatty Acid Intake in Relation to Serum Lipid Concentrations in Adult Men, Am. J. Clin. Nutr. 56, 1019–1024.

    PubMed  CAS  Google Scholar 

  5. Willet, W.C., Stampfer, M.J., Manson, J.E., Colditz, G.A., Speizer, F.E., Rosner, B.A., Sampson, L.A., and Hennkens, C.H. (1993) Intake of Trans Fatty Acids and Risk of Coronary Heart Disease Among Women, Lancet 341, 581–585.

    Article  Google Scholar 

  6. Ascherio, A., Hennekens, C.H., Baring, J.E., Master, C., Stampfer, M.J., and Willet, W.C. (1994) Trans Fatty Acid Intake and Risk of Myocardial Infarction, Circulation 89, 94–101.

    PubMed  CAS  Google Scholar 

  7. Siguel, E.N., and Lerman, R.H. (1993) Trans Fatty Acid Patterns in Patients with Angiographically Documented Coronary Artery Disease, Am. J. Cardiol. 71, 916–920.

    Article  PubMed  CAS  Google Scholar 

  8. Senti, F. (1985) Health Effects of Dietary Trans Fatty Acids: Bethesda, MD. Federation of American Societies for Experimental Biology. August 1985. (Report of Health and Human Security Contract No. FDA 223-87-2020).

  9. Hudgins, L.C., Hirsch, J., and Emken, E.A. (1991) Correlation of Isomeric Fatty Acids in Human Adipose Tissue with Clinical Risk Factors for Cardiovascular Disease, Am. J. Clin. Nutr. 53, 474–482.

    PubMed  CAS  Google Scholar 

  10. Nestel, P.J., Noakes, M., Belling, G.B., MaAthur, T., Clifton, P.M., and Abbey, M. (1992) Plasma Cholesterol-Lowering Potential of Edible Oil Blends Suitable for Commercial Use, Am. J. Clin. Nutr. 55, 46–50.

    PubMed  CAS  Google Scholar 

  11. Nestel, P.J., Noakes, M., Belling, G.B., MaAthur, T., Clifton, P.M., Janus, E., and Abbey, M. (1992) Plasma Lipoprotein Lipid and Lp(a) Changes with Substitution of Elaidic Acid for Oleic Acid in the Diet, J. Lipid Res. 3, 1029–1036.

    Google Scholar 

  12. Ratnayake, W.M.N., and Pelletier, G. (1992) Positional and Geometrical Isomers of Linoleic Acid in Partially Hydrogenated Oils, J. Am. Oil Chem. Soc. 69, 95–105.

    CAS  Google Scholar 

  13. Ratnayake, W.M.N., Hollywood, R., O'Grady, E., and Pelletier, G. (1993) Fatty Acids in Some Common Food Items in Canada, J. Am. Coll. Nutr. 12, 651–660.

    PubMed  CAS  Google Scholar 

  14. Chen, Z.Y., Ratnayake, W.M.N., Fortier, L., Ross, R., and Cunane, S.C. (1995) Similar Distribution of trans Fatty Acid Isomers in Partially Hydrogenated Vegetable Oils and Adipose Tissue of Canadians, Can. J. Physiol. Pharmacol. 73, 718–723.

    PubMed  CAS  Google Scholar 

  15. Chen, Z.Y., Ratnayake, W.M.N., Hollywood, R., and Pelletier, G. (1995) Trans Fatty Acid Isomers in Canadian Human Milk, Lipids 30, 15–30.

    PubMed  CAS  Google Scholar 

  16. Johnson, S.B., Lawson, L.D., Mahfouz, M.M., and Holman, R.T. (1982) Perturbation of the Metabolism of Essential Fatty Acids by Dietary Partially Hydrogenated Vegetable Oil, Proc. Natl. Acad. Sci. USA 79, 953–957.

    Article  PubMed  Google Scholar 

  17. Holman, R.T., Pusch, F., Svingen, B., and Dutton, H.J. (1991) Unusual Isomeric Polyunsaturated Fatty Acid in Liver Phospholipids of Rats Fed Hydrogenated Oil, Proc. Natl. Acad. Sci. USA 88, 4830–4834.

    Article  PubMed  CAS  Google Scholar 

  18. Berdeaux, O., Chardigny, J.M., Sebedio, J.L., Mairot, T., Poullain, D., Vatele, J.M., and Noel, J.P. (1996) Effect of a trans Isomer of Arachidonic Acid on Rat Platelet Aggregation and Eicosanoid Production, J. Lipid Res. 37, 2244–2250.

    PubMed  CAS  Google Scholar 

  19. Ratnayake, W.M.N., Chen, Z.Y., Pelletier, G., and Weber, D. (1994) Occurrence of 5c,8c,11c,15t-Eicosatetraenoic Acid and Other Unusual Polyunsaturated Fatty Acids in Rats Fed Partially Hydrogenated Canola Oil, Lipids 29, 707–714.

    PubMed  CAS  Google Scholar 

  20. Hill, E., Koletzko, B., and Muller, J. (1990) Cis- and trans-Isomeric Fatty Acids in Plasma Lipids of Newborn Infants and Their Mothers, Biol. Neonates 57, 172–178.

    Article  Google Scholar 

  21. Koletzko, B. (1992) Trans Fatty Acids May Impair Biosynthesis of Long-Chain Polyunsaturated Fatty Acids and Growth in Man, Acta Paediatr. 81, 302–306.

    PubMed  CAS  Google Scholar 

  22. Ratnayake, W.M.N., and Beare-Rogers, J.L. (1990) Problems of Analyzing C18 cis- and trans-Fatty Acids of Margarine on the SP-2340 Capillary Column, J. Chromatogr. Sci. 28, 633–639.

    CAS  Google Scholar 

  23. Zhang, J.Y., Yu, Q.T., Liu, B.N., and Huang, Z.H. (1988) Chemical Modification in Mass Spectrometry IV 2-Alkenyl-4, 4-Dimethyloxazolines as Derivatives for the Double Bond Location of Long-Chain Olefinic Acid, Biomed. Environ. Mass Spectrom. 15, 33–44.

    Article  CAS  Google Scholar 

  24. Holman, R.T. (1973) Essential Fatty Acid Deficiency in Humans, in Dietary Lipids and Postnatal Development (Galli, C., Jacini, G., and Pecile, A., eds.) pp. 127–143, Raven Press, New York.

    Google Scholar 

  25. Ackman, R.G., Hooper, S.N., and Hooper, D.L. (1974) Linoleic Acid Artifacts from the Deodorization of Oils, J. Am. Oil Chem. Soc. 51, 42–49.

    CAS  Google Scholar 

  26. Wolff, R.L. (1992) Trans-Polyunsaturated Fatty Acids in French Edible Rapeseed and Soybean Oils, J. Am. Oil Chem. Soc. 69, 106–110.

    CAS  Google Scholar 

  27. Beyers, E.C., and Emken, E.A. (1991) Metabolite of cis, trans, and trans, cis Isomers of Linoleic Acid in Mice and Incorporation into Tissue Lipids, Biochim. Biophys. Acta 1082, 275–284.

    PubMed  CAS  Google Scholar 

  28. Applewhite, T.H., and Hunter, J.E. (1992) Comments on Essential Fatty Acid Deficient Rats Fed Hydrogenated Oil, Lipids 27, 484.

    PubMed  CAS  Google Scholar 

  29. Subcommittee on Laboratory Animal Nutrition, Committee on Animal Nutrition, Board on Agriculture and Renewable Resources, National Research Council (1978), Nutrient Requirements of Laboratory Animals, Number 10, 3rd edn., pp. 7–37, National Academy of Sciences, Washington, D.C.

    Google Scholar 

  30. Grandgirard, A., Bourre, J.M., Julliard, F., Homayoun, P., Dumont, O., Piciotti, M., and Sebedio, J.L. (1994) Incorporation of trans-Chain n-3 Polyunsaturated Fatty Acid Brain Structures and Retina, Lipids 29, 251–258.

    PubMed  CAS  Google Scholar 

  31. Chardigny, J.M., Bonhomme, B., Sebedio, J.L., Juaneda, P., Doly, M., and Grandgirard, A. (1994) Retina Electroretinogram and trans n-3 Polyunsaturated Fatty Acids, INFORM 5, 472.

    Google Scholar 

  32. Anderson, R.L., Fullmer, C.S., and Hollenbach, E.J. (1975) Effects of the trans Isomers of Linoleic Acid on the Metabolism of Linoleic Acid in Rats, J. Nutr. 105, 393–400.

    PubMed  CAS  Google Scholar 

  33. Privett, O.S., Stearns, E.M., Jr., and Nickell, E.C. (1967) Metabolism of the Geometric Isomers of Linoleic Acid in the Rats, J. Nutr. 92, 303–310.

    PubMed  CAS  Google Scholar 

  34. Houtsmuller, U.M.T. (1978) Biochemical Aspects of Fatty Acids with trans Double Bonds, Fette Seifen Anstrichm. 80, 162–169.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Zhen Yu Chen.

About this article

Cite this article

Kwan, K.Y., Wang, LY., Chan, K.P. et al. Inhibitory effect of linoleic acid on chain elongation and desaturation of 18∶2 c,t isomers in lactating and neonatal rats. Lipids 33, 409–416 (1998). https://doi.org/10.1007/s11745-998-0222-x

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11745-998-0222-x

Keywords

Navigation