Effect of Molecular Forms on Distribution of Docosahexaenoic Acid into Organs in Mice

Journal of Oleo Science

Volumn 52, Issue 2, 2003, Pages 89-97

  Tanaka, Yukihisa ^a   Ohkubo, Takashi ^a   Fukuda, Nobuo ^a   Hibino, Hidehiko ^a  

^a NOF Corporation   (Japan)

Author keywords

arachidonic acid; docosahexaenoic acid; eicosapentaenoic acid; ethylester; free fatty acid; molecular form; phospholipid; triacylglycerol

Indexed keywords

EID: 84978965766     PISSN: 13458957     EISSN: 13473352     Source Type: Journal    
DOI: 10.5650/jos.52.89     Document Type: Article

References (36)

1. K. TAKAHATA, W. SIESS and P. C. WEBER, Pharmacological Effects of n-3 Polyunsaturated Fatty Acids, Foods Food Ingredients J. Jpn., Vol. 172, 62-70 (1997).
2. C. M. ALBERT, C. H. HENNEKENS, J. O'DONNELL, U. A. AJANI, V. J. CAREY, W. C. WILLETT, N. RUSKIN and J. E. MANSON, Fish Consumption and Risk of Sudden Cardiac Death, JAMA, Vol. 279, 23-28 (1998).
3. Y. TOMOBE, I.-K. MORIZAWA, M. TSUCHIDA, H. HIBINO, Y. N. AKANO and Y. TANAKA, Dietary Docosahexaenoic Acid Suppresses Inflammation and Immunoresponses in Contact Hypersensitivity Reaction in Mice, Lipids, Vol. 35, 61-69 (2000).
4. P. HUNG, J-Y. GU, S. KAKU, S. YUNOKI, K. OHKURA, I. IKEDA, H. TACHIBANA, M. SUGANO, K. YAZAWA and K. YAMADA, Dietary Effects of Eicosapentaenoic and Docosahex-aenoic Acid Esters on Lipid Metabolism and Immune Parameters in Sprague-Dawley Rats, Biosci. Biotechnol. Biochem., Vol. 64, 2588-2593 (2000).
5. H. MOTI, O. SUREYYA, L. ERIC and B. PAUL, Enhanced Absorption of Docosahexaenoic Acid (DHA, ss:6n-3) in Artemia nauplii Using a Dietary Combination of DHA-rich Phospholipids and DHA-sodium Salts, Comp. Biochem. Physi-ol., Part B: Biochem. Mol. Biol., Vol. 124B, 169-176 (1999).
6. F. B. ANNO, K. FUJIMOTO, S. DOISAKI and N. SHIMIZU, Lymphatic Absorption and Effects on Lipid Metabolism of Docosahexaenoic Acid Given in the Form of Different Molecular Structure, JAWC Abstracts ML Kyoto, p. 294 (2000).
7. J. FOLCH, M. LEE and G.H.-S. SLOANE, A Simple Method for the Isolation and Purification of Total Lipids from Animal Tissues, J. Biol. Chem., Vol. 226, 497-509 (1957).
8. G. J. NELSON and R. G. ACKMAN, Absorption and Transport of Fat in Mammals with Emphasis on n-3 Polyunsaturated Fatty Acids, Lymphatic Absorption of Seal and Fish Oils and Their Effect on Lipid Metabolism and Eicosanoid Production in Rats, Lipids, Vol. 23, 1005-1014 (1988).
9. M. REICKS, J. HOADLEY, S. SATCHITHANANDAM and K. M. MOREHOUSE, Recovery of Fish Oil-Derived Fatty Acids in Lymph of Thoracic Duct-Cannulated Wistar Rats, Lipids, Vol. 25, 6-10 (1990).
10. I. IKEDA, Y. TOMARI, M. SUGANO, S. WATANABE and J. NAGATA, Lymphatic Absorption of Structured Glycerolipids Containing Medium-Chain Fatty Acids and Linoleic Acid, and Their Effect on Cholesterol Absorption in Rats, Lipids, Vol. 26, 369-373 (1991).
11. M. MURATA, K. HARA and T. IDE, Alteration by Diacylglyc-erols of the Transport and Fatty Acid Composition of Lymph Chylomicrons in Rats, Biosci. Biotech. Biochem., Vol. 58, 1416-1419 (1994).
12. I. IKEDA, E. SASAKI, H. YASUNAMI, S. NOMIYAMA, M. NAKAYAMA, M. SUGANO, K. IMAIZUMI and K. YAZAWA, Digestion and Lymphatic Transport of Eicosapentaenoic and Docosahexaenoic Acids Given in the Form of Triacylglycerol, Free Acid and Ethyl Ester in Rats, Biochem. Biophys. Acta, Vol. 1259, 297-304 (1995).
13. M. S. CHRISTENSEN, C.-E. HØY, C. C. BECKER and T. G. REDGRAVE, Intestinal Absorption and Lymphatic Transport of Eicosapentaenoic (EPA), Docosahexaenoic (DHA), and Decanoic Acids: Dependence on Intramolecular Triacylglycerol Structure, Am. J. Clin. Nutr., Vol. 61, 56-61 (1995).
14. P. TSO, T. LEE and S. J. DEMICHELE, Lymphatic Absorption of Structured Triglycerides vs. Physical Mix in a Rat Model of Fat Malabsorption, Am. J. Physiol., Vol. 277, G333-G340 (1999).
15. P. TRINE and C.-E. HØY, Lymphatic Transport in Rats of Several Dietary Fats Differing in Fatty Acid Profile and Triacylglyc-erol Structure, J. Nutr., Vol. 130, 1619-1624 (2000).
16. H. E. KROKAN, K. S. BJERVE and E. MØRK, The Enteral Bioavailability of Eicosapentaenoic Acid and Docosahexaenoic Acid is as Good from Ethyl Esters as from Glyceryl Esters in spite of Lower Hydrolytic Rated by Pancreatic Lipase in vitro, Biochim Biophysica Acta, Vol. 1168, 59-67 (1993).
17. L. D. LAWSON and B. G. HUGHES, Human Absorption of Fish Oil Fatty Acids as Triacylglycerols, Free Acids, or Ethyl Esters, Biochemical and Biophysical Res. Commun., Vol. 152, 328-335 (1988).
18. I. IKEDA, Y. IMASATO, H. NAGAO, E. SASAKI, M. SUG-ANO, K. IMAIZUMI and K. YAZAWA, Lymphatic Transport of Eicosapentaenoic and Docosahexaenoic Acids as Triglyceride, Ethyl Ester and Free Acid, and Their Effect on Cholesterol Transport in Rats, Life Sciences, Vol. 52, 1371-79 (1993).
19. P. DEGRACE, C. CASELLI, J. M. RAYO and A. BERNARD, Intestinal Lymph Absorption of Butter, Corn Oil, Cod Liver Oil, Menhaden Oil, and Eicosapentaeoic and Docosahexaenoic Acid Ethyl Esters in Rats, Lipids Vo l. 31, 405-414 (1996).
20. H. YOSHIDA, J. KUMAMARU, M. MAWATARI, I. IKEDA, K. IMAIZUMI, H. TSUJI and A. SETO, Lymphatic Absorption of Seal and Fish Oils and Their Effect on Lipid Metabolism and Eicosanoid Production in Rats, Biosci. Biotech. Biochem, Vol. 60, 1293-1298 (1996).
21. K. FUJIMOTO, K. ITO, Y. ENDO, F. HIRAHARA, C. SHIINA and S. NAKAYAMA, Lymphatic Absorption of Chemically Structured Triglycerides Containing Docosahexaenoic Acid, Food Sci. Technol. Int. Tokyo, Vol. 4, 140-142 (1998).
22. L. D. LAWSON and B. G. HUGHES, Absorption of Eicosapen-taenoic Acid and Docosahexaenoic Acid from Fish Oil Triacyl-glycerols or Fish Oil Ethyl Esters Co-Ingested with a Hish-Fat Meal, Biochemical and Biophysical Res. Commun., Vol. 156, 960-963 (1988).
23. W. S. HARRIS, Fish Oil and Plasma Lipid and Lipoprotein Metabolism in Human: a Critical Review, J. Lipid Res., Vol. 30, 785-807 (1989).
24. S. MORRIS, K. SIMMER and R. GIBSON, Utilization of Docosahexaenoic Acid from Intravenous Egg Yolk Phospho-lipid, Lipids, Vol. 35, 383-388 (2000).
25. D. IGARASHI, K. HAYASHI and H. KIMURA, Positional Distribution of DHA and EPA in Phosphatidylcholine and Phos-phatidylethanolamine from Different Tissues of Squids, J. Oleo. Sci., Vol. 50, 729-734 (2001).
26. A. J. KONING, Phospholipids of Marine Origin- The Squid (Loligo vulgaris), J. Sci. Food Agric., Vol. 61, 129-132 (1993).
27. C. DENG, K. WATANABE, K. YAZAWA and S. WADA, Potential for Utilization of the Lipid and DHA-Rich Fatty Acid of Integument of Squid Ommastrephes bartrami, Food Res., International, Vol. 31, 697-701 (1998).
28. A. POLLETE, C. DESHAYES, B. CHANTEGREL, M. CROSET, J. M. ARMSTRONG and B. LAGARDE, Synthesis of Acetyl, Docosahexaenoyl-Glycerophosphocholine and Its Characterization Using Nuclear Magnetic Resonance, Lipids, Vol. 34, 1333-1337 (1999).
29. M. HOSOKAWA, K. TAKAHASHI, N. MIYAZAKI, K. OKUMURA and M. HATANO, Application of Water Mimics on Preparation of Eicosapentaenoic and Docosahexaenoic Acids Containing Glycerolipids, J. Am. Oil Chem. Soc., Vol. 72, 421-425 (1995).
30. T. MIYAZAWA, F. YAMAGICHI, M. LEE, K. FUJIMOTO and T. KANEDA, Decomposition of Lipid Hydroperoxide by Choline and Ethanolamine, Agric. Biol. Chem., Vol. 48, 1375-1377 (1984).
31. J.-H. SONG and T. MIYAZAWA, Superior Oxidative Stability of Docosahexaenoic Acid-enriched Oils in the Form of Phos-pholipids, J. Food Lipids, Vol. 4, 109-117 (1997).
32. J.-H. SONG, Y. INOUE and T. MIYAZAWA, Oxidative Stability of Docosahexaenoic Acid-containing Oils in the Form of Phos-pholipids, Triacylglycerol, and Ethyl Esters, Biosci. Biothch. Biochem., Vol. 61, 2085-2088 (1997).
33. M. TAKAUCHI, S. HARA, Y. TOTANI, H. HIBINO and Y. T. A. N. AKA, Autoxidative Behavior of Polyunsaturated Phospho-lipids I. Oxidative Stability of Marine Oil Containing Polyunsat-urated Phospholipids, J. Jpn Oil Chem. Soc., Vol. 46, 175-181 (1997).
34. R. DE SCHRIJVER, D. VERMEULEN and S. BACKX, Digestion and Absorption of Free and Esterified Fish Oil Fatty Acids in Rats, Lipids, Vol. 26, 400-404 (1991).
35. A. NORDØY, L. BARSTAD, W. E. CONNER and L. HATCHER, Absorption of the n-3 Eicosapentaenoic and Docosahex-aenoic Acids as Ethyl Esters and Triglycerides by Human, Am. J. Clin. Nutr., Vol. 53, 1185-1190 (1991).
36. P. TRINE, C.-E. HØY and T. G. REDGRAVE, Lymphatic Absorption of n-3 Polyunsaturated Fatty Acids from Marine Oils with Different Intramolecular Fatty Acid Distributions, Biochi-mi. biophys. Acta, Vol. 1215, 198-204 (1994).