Quantitative analysis of long-chain trans-monoenes originating from hydrogenated marine oil
Purchase on Springer.com
$39.95 / €34.95 / £29.95*
Rent the article at a discountRent now
* Final gross prices may vary according to local VAT.
Gas chromatography (GC) is used for the analysis of trans-fatty acids in partially hydrogenated vegetable oils. Although trans-isomers of C18 carbon length predominate in partially hydrogenated vegetable oils, trans-isomers of C20 and C22 carbon length occur in partially hydrogenated fish oil. We report a simple silver ion chromatographic combined with capillary GC technique for quantitative analysis of trans-monoenes derived from partially hydrogenated fish oil. Silver nitrate thinlayer chromatographic (TLC) plates are developed in toluene/hexane (50∶50, vol/vol). Fatty acid methyl esters are separated into saturates (R f 0.79), trans-monoenes (R f 0.49), cis-monoenes (R f, 0.27), dienes (R f, 0.10), and polyunsaturated fatty acids with three or more double bonds remaining at the origin. The isolated trans-monoenes are quantitatively analyzed by capillary GC. The technique of argentation TLC with GC analysis of isolated methyl esters is highly reproducible with 4.8% variation (i.e., coefficient of variation, CV%) in R f values and 4.3 and 6.9% CV% in quantification within batch and between batch, respectively. Furthermore, the combined technique revealed that direct GC analysis underestimated the trans-content of margarines by at least 30%. In this study, C20 and C22 trans-monoenes were found in relatively large quantities; 13.9% (range 10.3–19.6%) and 7.5% (range 5.3–11.5%), respectively, in margarine purchased in 1995, but these C20 and C22 trans-monoenes were much reduced (0.1%) in a fresh selection of margarine purchased in 1998. Compositional data from labels underestimated the trans-content of margarines, especially those dervied from hydrogenated marine oil. Low levels of C20 trans-monoenes (range 0.1–0.3%) and C22 trans-monoenes (range 0.0–0.1%) were identified in adipose tissue obtained from healthy volunteers in 1995, presumably indicating consumption of partially hydrogenated fish oil.
- Aro, A., Antoine, J.M., Pizzoferrato, L., Reykdal, O., and van Poppel, G. (1998) trans-Fatty Acids in Dairy And Meat Products From 14 European Countries: The Transfair Study, J. Food Comp. Anal. 11, 150–160. CrossRef
- Aro, A., Van Amelsvoort, J., Becker, W., Van Erp-Baart, M.A., Kafatos, A., Leth, T., and van Poppel, G. (1998) Trans-Fatty Acids in Dietary Fats and Oils from 14 European Countries: The Transfair Study, J. Food Comp. Anal. 11, 137–149. CrossRef
- van Erp-Baart, M.-A., Cout, C., Caudrado, C., Kafatos, A., Stanley, J., and van Poppel, G. (1998) Trans-Fatty Acids in Bakery Products from 14 European Countries: The Transfair Study, J. Food Comp. Anal. 11, 161–169. CrossRef
- Ovesen, L., Leth, T., and Hansen, K. (1998) Fatty Acid Composition and Contents of trans Monounsaturated Fatty Acids in Frying Fats and in Margarine and Shortenings Marketed in Denmark, J. Am. Oil Chem. Soc. 75, 1079–1083.
- Fritche, J., and Steinhart, H. (1997) Trans-Fatty Acid Content in German Margarines, Fett-Lipids 99, 214–217. CrossRef
- Wolff, R.L. (1994) Contribution of Trans-18∶1 Acids from Dairy Fat to European Diets, J. Am. Oil Chem. Soc. 71, 277–283.
- Ratnayake, W.M.N., Pelletier, G., Hollywood, R., Bacler, S., and Leyte, D. (1998) Trans-Fatty Acids in Canadian Margarine: Recent Trends, J. Am. Oil Chem. Soc. 75, 1587–1594.
- Ratnayake, W.M.N. (1998) Analysis of Trans-Fatty Acids, in Trans-Fatty Acids in Human Nutrition, (Sébédio, J.L., and Christie, W.W., eds.), pp. 115–162, Oily Press, Dundee.
- Wolff, R.L., and Bayard, C.C. (1995) Improvement in the Resolution of Individual Trans-18∶1 Isomers by Capillary Gas-Liquid Chromatography Use of a 100-M CP-Sil-88 Column, J. Am. Oil Chem. Soc. 72, 1197–1201.
- van Bruggen, P.C., Duchateau, G.E., Mooren, M.W., and van Oosten, H.J. (1998) Precision of Low Trans-Fatty Acid Level Determination in Refined Oils. Results of a Collaborative Capillary Gas-Liquid Chromatography Study, J. Am. Oil Chem. Soc. 75, 483–488.
- Chen, Z.Y., Ratnayake, W.M.N., Fortier, L., Ross, R., and Cunnane, 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.
- Duchateau, G.E., van Oosten, H.J., and Vasconcellos, M.A. (1996) Analysis of Cis-and Trans-Fatty Acid Isomers in Hydrogenated and Refined Vegetable Oils by Capillary Gas-Liquid Chromatography, J. Am. Oil Chem. Soc. 73, 275–282. CrossRef
- Sebedio, J.-L., and Ackman, R.G. (1983) Hydrogenation of a Menhaden Oil: I. Fatty Acid and C20 Monoethylenic Compositions as a Function of the Degree of Hydrogenation, J. Am. Oil Chem. Soc. 60, 1986–1991.
- Mensink, R.P., Katan, M.B. (1990) Effects of Dietary trans-Fatty Acids on High Density and Low Density Lipoprotein Cholesterol Levels in Healthy Subjects, N. Engl. J. Med. 323, 439–445. CrossRef
- Aro, A. (1998) Epidemological of Trans-Fatty Acids and Coronary Heart Disease, in Trans-Fatty Acids in Human Nutrition (Sébédio, J.L., and Christie, W.W., eds.), pp. 235–260, Oily Press, Dundee.
- Expert Panel on Trans-Fatty Acids and Coronary Heart Disease (1995) Trans-Fatty Acids and Coronary Heart Disease Risk, Am. J. Clin. Nutr. 62, 655S-708S.
- Thomas, L.H., Jones, P.R., Winter, J.A., and Smith, H. (1981) Hydrogenated Oils and Fats: The Presence of Chemically Modified Fatty Acids in Human Adipose Tissue, Am. J. Clin. Nutr. 34, 877–886.
- Christie, W.W. (1989) Preparation of Methyl Esters and Other Derivatives, in Gas Chromatography and Lipids (Christie, W.W., ed.), pp. 64–84, The Oily Press, Ayr.
- Wilson, R., Henderson, R.J., Burrow, I.C., and Sargent, J.R. (1993) The Enrichment of n-3 Polyunsaturated Fatty Acids Using Aminopropyl Solid-Phase Extraction Columns, Lipids 28, 51–54.
- Wilson, R., and Sargent, J.R. (1992) High-Resolution Separation of Polyunsaturated Fatty Acids by Argentation Thin-Layer Chromatography, J. Chromatogr. 623, 403–407. CrossRef
- Spitzer, V., Marx, F., and Pfeilsticker, K. (1994) Electron-Impact Mass-Spectra of the Oxazoline Derivatives of Some Conjugated Diene and Triene C-18 Fatty Acids, J. Am Oil Chem. Soc. 71, 873–876.
- Nestel, P., Noakes, M., Belling, B., McArthur, R., Clifton, P., Janus, E., and Abbey, M. (1992) Plasma Lipoprotein and Lp(A) Changes with Substitution of Elaidic Acid for Oleic Acid in the Diet, J. Lipid Res. 32, 1029–1036.
- Almendingen, K., Jordal, O., Kierulf, P., Sandstad, B., and Pedersen, J.I. (1995) Effects of Partially Hydrogenated Fish Oil, Partially Hydrogenated Soybean Oil, and Butter on Serum-Lipoproteins and Lp[A] in Men, J. Lipid Res. 36, 1370–1384.
- Garland, M., Sacks, F.M., Colditz, G.A., Rimm, E.B., Sampson, L.A., Willett, W.C., and Hunter, D.J. (1998) The Relation Between Dietary Intake and Adipose Tissue Composition of Selected Fatty Acids in U.S. Women, Am. J. Clin. Nutr. 67, 25–30.
- Pettersen, J., and Optvedt, J. (1992) Trans-Fatty Acids. 5. Fatty Acid Composition of Lipids of the Brain and Other Organs in Suckling Pigs, Lipids 27, 761–769.
- Høy, C.-E., and Hølmer, G. (1988) Dietary Linoleic Acid and the Fatty Acid Profiles in Rats Fed Partially Hydrogenated Marine Oils, Lipids 23, 973–980.
- Hølmer, G. (1998). Biochemistry of Trans-Monoenoic Fatty Acids, in Trans-Fatty Acids in Human Nutrition (Sébédio, J.L., and Christie, W.W., eds.), pp. 163–189, The Oil Press, Dundee.
- Roberts, T.L., Wood, D.A., Riemersma, R.A., Gallagher, P.J. and Lampe, F.C. (1995) Trans Isomers of Oleic Acid and Linoleic Acids in Adipose Tissue and Sudden Cardiac Death, Lancet 345, 278–282 CrossRef
- Quantitative analysis of long-chain trans-monoenes originating from hydrogenated marine oil
Volume 35, Issue 6 , pp 681-687
- Cover Date
- Print ISSN
- Online ISSN
- Additional Links
- Industry Sectors