Positional distribution of fatty acids on hoki and tuna oil triglycerides by pancreatic lipase and 13C NMR analysis

European Journal of Lipid Science and Technology

Volumn 116, Issue 3, 2014, Pages 272-281

  Tengku Rozaina, Tengku Mohamad ^a,b   Birch, Edward John ^a  

^a UNIVERSITY OF OTAGO   (New Zealand)

^b Fisheries Research Institute   (Malaysia)

Author keywords

Fish oil; Hoki; Omega 3 fatty acids; Positional distribution; Tuna

Indexed keywords

SCOMBRIDAE;

EID: 84900376558     PISSN: 14387697     EISSN: 14389312     Source Type: Journal    
DOI: 10.1002/ejlt.201300357     Document Type: Article

References (43)

1. MPI, Report from the Fisheries Assessment Plenary, May 2012: Stock Assessments and Yield Estimates, Ministry for Primary Industries, Wellington, New Zealand 2012.
2. FAO, The State of the World Fisheries and Aquaculture 2012, Food and Agriculture Organization of the United Nations, Rome, Italy 2012.
3. Miller, M. R., Perry, N. B., Burgess, E. J., Marshall, S. N., Regiospecific analyses of triacylglycerols of Hoki (Macruronus novaezelandiae) and Greenshell™ (Perna canaliculus). J. Am Oil Chem. Soc. 2011, 88, 509-516.
4. Saito, H., Ishihara, K., Murase, T., The fatty acid composition in tuna (Bonito, Euthynnus pelamis) caught at three different localities from trophics to temperate. J. Sci. Food Agric. 1997, 73, 53-59.
5. Hjaltason, B., Haraldsson, G. G., in: Gunstone, F. D. (Ed.), Modifying Lipids for Use in Food, Woodhead Publishing Limited, Cambridge, UK 2006, pp. 56-79.
6. Codex Alimentarius, Standard for Infant Formula and Formulas for Special Medical Purposes Intended for Infants. Codex Stan 72-1981 (Revision 2007, amended 2011). Retrived from http://www.codexalimentarius.org/standards/list-o-standards on November 25 2013.
7. Shahidi, F., Wanasundara, U. N., Omega-3 fatty acid concentrates: Nutritional aspects and production technologies. Trends Food Sci. Technol. 1998, 9, 230-240.
8. Hunter, J. E., Studies on effects of dietary fatty acids as related to their position on triglycerides. Lipid 2001, 36, 655-668.
9. Christensen, M. S., Hoy, C., Becker, C. C., Redgrave, T. G., Intestinal absorption and lymphatic transport of eicosapentaenoic (EPA), docosahexaenoic (DHA) and decanoic acids: Dependence on intramolecular triacylglycerols structure. Am. J. Clin. Nutr. 1995, 61, 56-61.
10. Wijesundera, C., Ceccato, C., Watkins, P., Fagan, P., Fraser, B., Docosahexaenoic acid is more stable to oxidation when located at the sn-2 position of triacylglycerol compared to sn-1(3). J. Am. Oils Chem. Soc. 2008, 85, 543-548.
11. Lyberg, A.-M., Fasoli, E., Adlercreutz, P., Monitoring the oxidation of docosahexaenoic acid in lipids. Lipids 2005, 40, 969-979.
12. Ando, Y., Nishimura, K., Aoyanagi, N., Takagi, T., Stereospecific analysis of fish oil triacyl-sn-glycerols. J. Am. Oil Chem. Soc. 1992, 69, 417-424.
13. Haraldsson, G. G., Gudmundsson, B. O., Almarsson, O., The synthesis of homogeneous triglycerides of eicosapentaenoic acid and docosahexaenoic acid by lipase. Tetrahedron 1995, 51, 941-952.
14. Willis, W. M., Lencki, R. W., Marangoni, A. G., Lipid modification strategies in the production of nutritionally functional fats and oils. Crit. Rev. Food Sci. Nutr. 1998, 38, 639-674.
15. Gunstone, F. D., High resolution NMR studies of fish oils. Chem. Phys. Lipids 1991, 59, 83-89.
16. 13C nuclear magnetic resonance spectroscopy. J. Am. Oil Chem. Soc. 1995, 72, 293-297.
17. Christie, W. W., Lipid Analysis: Isolation, Separation, Identification and Structural Analysis of Lipids, 3rd Edn., The Oily Press, New York, USA 2003.
18. Lawson, L. D., Hughes, B. G., Triacyglycerol structure of plant and fungal oils containing γ-linolenic acid. Lipids 1988, 23, 313-317.
19. Litchfield, C., Predicting the positional distribution of docosahexaenoic and docosapentaenoic acids in aquatic animal triglycerides. Lipids 1968, 3, 417-419.
20. 13C-NMR regioisomeric analysis of EPA and DHA in fish oil derived triacylglycerol concentrates. J. Am. Oil Chem. Soc. 2010, 87, 1425-1433.
21. Birch, E. J., Beyer, R., Frase, N. S., Thiele, J. H., Methods for analysis of esterified and free long-chain fatty acids in high-lipid food processing wastes. J. Agric. Food Chem. 1998, 46, 5332-5337.
22. Brockerhoff, H., Hoyle, R. J., Hwang, P. C., Litchfield, C., Positional distribution of fatty acids in depot triglycerides of aquatic animals. Lipids 1968, 3, 24-29.
23. Myher, J. J., Kuksis, A., Yang, L. Y., Stereospecific analysis of menhaden oil triacylglycerols and resolution of complex polyunsaturated diacylglycerols by gas-liquid chromatography on polar capillary columns. Biochem. Cell Biol. 1990, 68, 336-344.
24. Wanasundara, U. N., Shahidi, F., Positional distribution of fatty acids in triacylglycerols of seal blubber oil. J. Food Lipids 1997, 4, 51-64.
25. Ando, Y., Ota, T., Matsuhira, Y., Yazawa, K., Stereospecific analysis of triacyl-sn-glycerols in docosahexaenoic acid-rich fish oils. J. Am. Oil Chem. Soc. 1996, 73, 483-487.
26. Jayasinghe, C., Gotoh, N., Wada, S., Regiospecific analysis of shark liver triacylglycerols. J. Am. Oil Chem. Soc. 2012, 89, 1873-1884.
27. Sun, T., Pigott, G. M., Herwig, R. P., Lipase-assisted concentration of n-3 polyunsaturated fatty acids from viscera of farmed Atlantic salmon (Salmo salar L.). J. Food Sci. 2002, 67, 130-136.
28. Hoshino, T., Yamane, T., Shimizu, S., Selective hydrolysis of fish oil by lipase to concentrate n-3 polyunsaturated fatty acids. Agric. Biol. Chem. 1990, 54, 1459-1467.
29. Bottino, N. R., Vanderburg, G. A., Reiser, R., Resistance of certain long-chain polyunsaturated fatty acids of marine oils to pancreatic lipase hydrolysis. Lipids 1967, 2, 489-493.
30. Yang, L. Y., Kuksis, A., Myher, J. J., Lipolysis of menhaden oil triacylglycerols and the corresponding fatty acid alkyl esters by pancreatic lipase in vitro: A reexamination. J. Lipid Res. 1990, 31, 137-147.
31. Wanasundara, U. N., Shahidi, F., Lipase assisted concentration of n3-polyunsaturated fatty acids in acylglycerols from marine oils. J. Am. Oil Chem. Soc. 1998, 75, 945-951.
32. Tanaka, Y., Hirano, J., Funada, T., Concentration of docosahexaenoic acid in glyceride by hydrolysis of fish oil with Candida cylindracea lipase. J. Am. Oil Chem. Soc. 1992, 69, 1210-1214.
33. Tanaka, Y., Funada, T., Hirano, J., Hashizume, R., Triglyceride specificity of Candida cylindracea lipase: Effect of docosahexaenoic acid on resistance of triglyceride to lipase. J. Am. Oil Chem. Soc. 1993, 70, 1031-1034.
34. Aoki, T., Otake, I., Gotoh, N., Noguchi, N., Wada, S., Quantification method for triglyceride molecular species in fish oil with high perfomance liquid chromatography-ultravoilet detector. J. Oleo Sci. 2004, 53, 285-294.
35. Gotoh, N., Aoki, T., Nakayasu, K., Tokairin, S. et al., Quantification method for triglyceride molecular species in fish oil with high performance liquid chromatography-ultraviolet detector-evaporative light scattering detector. J. Oleo Sci. 2006, 55, 457-463.
36. Myher, J. J., Kuksis, A., Geher, K., Park, P. W., Diersen-Schade, D. A., Stereospecific analysis of triacylglycerols rich in long-chain polyunsaturated fatty acids. Lipids 1996, 31, 207-215.
37. Ando, Y., Satake, M., Takahashi, Y., Reinvestigation of positional distribution of fatty acids in docosahexaenoic acid-rich fish oil triacyl-sn-glycerols. Lipids 2000, 35, 579-582.
38. Yang, L. Y., Kuksis, A., Myher, J. J., Lumenal hydrolysis of menhaden and rapeseed oils and their fatty acid methyl and ethyl esters in the rat. Biochem. Cell Biol. 1989, 67, 192-204.
39. Nwosu, C. V., Boyd, L. C., Positional distribution of fatty acids on triacylglycerols of menhaden (Brevoortu tyrann) and salmon (Salmo salar) oils. J. Food Lipids 1997, 4, 65-74.
40. Wongsakul, S., Prasertsan, P., Bornscheuer, U. T., H-Kittikun, A., Synthesis of 2-monoglycerides by alcoholysis of palm oil and tuna oil using immobilized lipases. Eur. J. Lipid Sci. Technol. 2003, 105, 68-73.
41. 13C nuclear magnetic resonance spectroscopy pattern recognition of fish oil capsules. J. Agric. Food Chem. 2007, 55, 38-47.
42. 13C NMR analysis of lipids extracted from the white muscle of Atlantic tuna (Thunnus alalunga). J. Agric. Food Chem. 1993, 41, 1247-1253.
43. 13C-NMR regiospecific analyses of triacyglycerols. J. Am. Oil Chem. Soc. 2009, 86, 401-407.