The positional distribution of long-chain ω3 polyunsaturated fatty acids namely eicosapentaenoic acid (EPA), docosapentaenoic acid (DPA), and docosahexaenoic acid (DHA) in the triacylglycerol (TAG) molecules of seal blubber oil was determined and compared with that of commercially available menhaden oil via stereospecific analysis. In seal blubber oil, EPA, DPA and DHA occurred mainly in the sn-1 and sn-3 positions of the TAG molecules. The amounts were EPA, 8.36 and 11.2; DPA, 3.99 and 8.21; and DHA, 10.5 and 17.9%, respectively. In menhaden oil, DPA and DHA occurred mainly in the sn-2 position of the TAG at 3.11 and 17.2%, respectively. However, EPA was equally distributed in the sn-2 and sn-3 positions and was present only in minute amounts in the sn-1 position.

REFERENCES

ANDO, Y., NISHIMURA, K., AOYANAGI, N. and TAKAGI, T. 1992. Stereospecific analysis of fish oil triacyl-sn-glycerols. J. Am. Oil Chem. Soc. 69, 417–424.
10.1007/BF02540941
CAS Web of Science® Google Scholar
AURSAND, M., JORGENSEN, L. and GRASDALEN, H. 1995. Positional distribution of ω3 fatty acids in marine lipid triacylglycerols by high-resolution ¹³C nuclear magnetic resonance spectroscopy. J. Am. Oil Chem. Soc. 72, 293–297.
10.1007/BF02541085
CAS Web of Science® Google Scholar
BRANDEN, L.M. and CARROLL, K.K. 1986. Dietary polyunsaturated fats in relation to mammary carcinogenesis in rats. Lipids 21, 285–288.
10.1007/BF02536414
PubMed Web of Science® Google Scholar
BROCKERHOFF, H. 1970. Substrate specificity of pancreatic lipase: Influence of the structure of fatty acids on the reactivity of esters. Biochim. Biophys. Acta 212, 92–101.
10.1016/0005-2744(70)90181-6
CAS PubMed Web of Science® Google Scholar
BROCKERHOFF, H. 1971. Stereospecific analysis of triglycerides. Lipids 6, 942–956.
10.1007/BF02531179
CAS PubMed Web of Science® Google Scholar
BROCKERHOFF, H., ACKMAN, R.G. and HOYLE, R.J. 1963. Specific distribution of fatty acids in marine lipids. Arch. Biochem. Biophys. 100, 9–12.
10.1016/0003-9861(63)90026-2
CAS PubMed Web of Science® Google Scholar
BROCKERHOFF, H., HOYLE, R.J. and HUANG, P.C. 1966. Positional distribution of fatty acids in the fats of a polar bear and a seal. Can. J. Biochem. 44, 1519–1525.
10.1139/o66-172
CAS Web of Science® Google Scholar
CHRISTIE, W.W. 1982. Analysis of complex lipids. In Lipid Analysis, 2nd Ed. pp. 107–134, Pergamon Press, New York .
Google Scholar
FILER, L.J., MATTSON, F.H. and FPRMON, S.J. 1969. Triglyceride configuration and fat absorption by the human infants. J. Nutr. 99, 293–298.
10.1093/jn/99.3.293
CAS PubMed Web of Science® Google Scholar
ITOBASHI, Y., KUKSIS, A., MARAI, L. and TAGAKI, T. 1990. HPLC resolution of diacylglycerol moieties of natural triacylglycerols on a chiral phase consisting of bonded (R)-(+)-1-(1-naphthyl) ethylamine. J. Lipid Res. 31, 1711–1717.
PubMed Web of Science® Google Scholar
JENSEN, G.L., MCGARVEY, N., TARASZEWSKI, R., WIXON, S.K., SEIDNER, D.L., PAI, T., YEH, Y.Y., LEE, T.W. and DeMICHELE, SJ. 1994. Lymphatic absorption of enterally-fed structured triacylglycerol versus physical mix in a canine model. Am. J. Clin. Nutr. 60, 518–524.
10.1093/ajcn/60.4.518
CAS PubMed Web of Science® Google Scholar
KINSELLA, J.E. 1986. Food components with potential therapeutic benefits: The n-3 polyunsaturated fatty acids of fish oils. Food Technol. 40(2), 89–97.
CAS Web of Science® Google Scholar
LAAKSO, P. and CHRISTIE, W.W. 1990. Chromatographic resolution of chiral diacylglyceol derivatives: Potential in the stereospecific analysis of triacyl-sn-glycerols. Lipids 25, 349–353.
10.1007/BF02544346
CAS PubMed Web of Science® Google Scholar
NEURINGER, M., ANDERSON, G.J. and CONNOR, W.E. 1988. The essentiality of n-3 fatty acids for the development and function of the retina and brain. Ann. Rev. Nutr. 8, 517–521.
10.1146/annurev.nu.08.070188.002505
CAS PubMed Web of Science® Google Scholar
OTA, T., KAWABATA, Y. and ANDO, Y. 1994. Positional distribution of 24:6 (n-3) in triacylglycerols from flathead flounder liver and flesh. J. Am. Oil Chem. Soc. 71, 475–478.
10.1007/BF02540656
Web of Science® Google Scholar
SHAHIDI, F., WANASUNDARA, U.N. and BRUNET, N. 1994. Oxidative stability of oil from blubber of harp seal (Phoca groenlandica) as assessed by NMR and standard procedures. Food Res. Int. 27, 555–562.
10.1016/0963-9969(94)90141-4
CAS Web of Science® Google Scholar
SIMOPOULOS, A.P. 1991. Omega-3 fatty acids in health and disease and growth and development. A review. Am. J. Clin. Nutr. 54, 438–463.
10.1093/ajcn/54.3.438
CAS PubMed Web of Science® Google Scholar
TOMARELLI, R.M., MEYER, B.J., WEABER, J.R. and BERNHART, F.W. 1968. Effect of positional distribution of the absorption of the fatty acids of human milk and infant formulas. J. Nutr. 95, 583–590.
10.1093/jn/95.4.583
CAS PubMed Web of Science® Google Scholar
VERHEIJ, H.M. and DIJKSTRA, B.W. 1994. Phospholipase A₂: mechanism and structure. In Lipases, ( P. Woolley and B. Petersen, eds.) pp. 119–138, Cambridge University Press, Cambridge .
Google Scholar
WANASUNDARA, U.N. and SHAHIDI, F. 1996. Stabilization of seal blubber and menhaden oils with green tea catechins. J. Am. Oil Chem. Soc. 73, 1183–1190.
10.1007/BF02523382
CAS Web of Science® Google Scholar
YONGMANITCHAI, W. and WARD, O.P. 1989. Omega-3 fatty acids: Alternative sources of production. Prog. Biochem. 24, 117–125.
CAS Web of Science® Google Scholar

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Volume4, Issue1

March 1997

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POSITIONAL DISTRIBUTION OF FATTY ACIDS IN TRIACYLGLYCEROLS OF SEAL BLUBBER OIL

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POSITIONAL DISTRIBUTION OF FATTY ACIDS IN TRIACYLGLYCEROLS OF SEAL BLUBBER OIL

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