Heneicosapentaenoate (21:5n-3): Its incorporation into lipids and its effects on arachidonic acid and eicosanoid synthesis

Lipids

Volumn 32, Issue 7, 1997, Pages 707-714

  Larsen, L N ^a   Hovik K ^a   Bremer, J ^a   Holm, K H ^b   Myhren, F ^c   Borretzen B ^c  

^a UNIVERSITY OF OSLO   (Norway)

^b SINTEF   (Norway)

^c STATOIL   (Norway)

Author keywords

[No Author keywords available]

Indexed keywords

ACYL COENZYME A OXIDASE; ARACHIDONATE 5 LIPOXYGENASE; ARACHIDONIC ACID; DIHOMO GAMMA LINOLENIC ACID; DOCOSAHEXAENOIC ACID; FISH OIL; ICOSANOID; ICOSAPENTAENOIC ACID; LINOLEIC ACID; LIPID; PHOSPHOLIPID; PROSTAGLANDIN SYNTHASE; TRIACYLGLYCEROL;

ANIMAL CELL; ARACHIDONIC ACID METABOLISM; ARTICLE; CONTROLLED STUDY; ENZYME INACTIVATION; ENZYME INDUCTION; ENZYME SUBSTRATE; HEPATOMA CELL; ICOSANOID METABOLISM; MOUSE; NONHUMAN; RAT; THROMBOCYTE METABOLISM;

ANIMALS; ARACHIDONATE 5-LIPOXYGENASE; ARACHIDONIC ACID; DOCOSAHEXAENOIC ACIDS; EICOSANOIDS; EICOSAPENTAENOIC ACID; FATTY ACID DESATURASES; FATTY ACIDS, OMEGA-3; LINOLEOYL-COA DESATURASE; LIPID METABOLISM; LIVER; LIVER NEOPLASMS, EXPERIMENTAL; MACROPHAGES, PERITONEAL; MALE; MICE; PHOSPHOLIPIDS; PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES; RATS; SUBSTRATE SPECIFICITY; TRIGLYCERIDES;

ANIMALIA;

EID: 0030742241     PISSN: 00244201     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11745-997-0090-4     Document Type: Article

References (35)

1. Ackman, R.G., and Lamothe, F. (1995) Marine Mammals, in Marine Biogenic Lipids, Fats, and Oils (Ackman, R.G., ed.), Vol. 2, Table 200, pp. 180-495, CRC Press, Inc., Boca Raton.
2. Ackman, R.G. (ed.) (1989) Fatty Acids, in Marine Biogenic Lipids, Fats, and Oils (Ackman, R.G., ed.), Vol. 1, pp. 104-137, CRC Press, Inc. Boca Raton.
3. Jakschik, B.A., Sams, A.R., Sprecher, H., and Needleman, P. (1980) Fatty Acid Structural Requirements for Leukotriene Biosynthesis, Prostaglandins 20 (2), 401-410.
4. Hudlicky, T., and Sheth, J.P. (1979) Synthesis of Dienic Acids. Application of Arndt-Eistert Reaction to Unsaturated Diazoketones, Tetrahedron Lett. 29, 2667-2670.
5. Bachmann, W.E., and Struwe, W.S. (1942) The Arndt-Eistert Synthesis, Organic Reactions 1, 38-62.
6. Meier, H., and Zeller, K.-P. (1975) Die Wolff-Umlagerung Von α-Diazocarbonyl-verbindungen, Angew. Chem. 87, 52-63.
7. Richardson, U.I., Snodgrass, P.J., Nuzum, C.T., and Tashjian, A.M.J. (1973) Establishment of a Clonal Strain of Hepatoma Cells Which Maintain in Culture the Five Enzymes of Urea Cycle, J. Cell. Physiol. 83, 141-150.
8. Berry, M.N., and Friend, D.S. (1969) High-Yield Preparation of Isolated Rat Liver Parenchymal Cells. A Biochemical and Fine Structural Study, J. Cell Biol. 43, 506-520.
9. Seglen, P. (1973) Preparation of Rat Liver Cells. III. Enzymatic Requirements for Tissue Dispersion, Exp. Cell. Res. 82, 391-398.
10. Stuart, A.E. (1967) Techniques for the Study of Phagocytes, in Handbook of Experimental Immunology (Weir, D.H. ed.), pp. 1034-1053, F.A. Davis Co., Philadelphia.
11. Bjerve, K.S., Daae, L.N., and Bremer, J. (1974) The Selective Loss of Lysophospholipids in Some Commonly Used Lipid-Extraction Procedures, Anal. Biochem. 58, 238-245.
12. Kaluzny, M.A., Duncan, L.A., Merritt, M.V., and Epps, D.E. (1985) Rapid Separation of Lipid Classes in High Yield and Purity Using Bonded Phase Columns, J. Lipid. Res. 26, 135-140.
13. Metcalfe, L.D., and Schmitz, A.A. (1961) The Rapid Preparation of Fatty Acid Esters for Gas Chromatographic Analysis, Anal. Biochem. 33, 363-364.
14. Christiansen, E.N., Lund, J.S., Røtveit, T., and Rustan, A.C. (1991) Effect Of Dietary n-3 and n-6 Fatty Acids on Fatty Acid Desaturation in Rat Liver, Biochim. Biophys. Acta. 1082, 57-62.
15. Egan, R.W., Paxton, J., and Kuehl, F.A. (1976) Mechanism for Irreversible Self-Deactivation of Prostaglandin Synthetase, J. Biol. Chem. 251, 7329-7335.
16. 2 Solubility in Aqueous Media Determined by a Kinetic Method, Anal. Biochem. 145, 406-418.
17. Larsen, L.N., Dahl, E., and Bremer, J. (1996) Peroxidative Oxidation of Leuco-Dichlorofluorescein by Prostaglandin H Synthase in Prostaglandin Biosynthesis from Polyunsaturated Fatty Acids, Biochim. Blophys. Acta. 1299, 47-53.
18. Lagarde, M., Bryon, P.A., Guichardant, M., and Dechavanne, M. (1980) A Simple and Efficient Method for Platelet Isolation from Their Plasma, Thromb. Res. 17, 581-588.
19. Boukhchache, D., and Lagarde, M. (1982) Interactions Between Prostaglandin Precursors During Their Oxygenation by Human Platelets, Biochim. Biophys. Acta 713, 386-392.
20. Pradelles, P., Grassi, J., and Maclouf, J. (1985) Enzyme Immunoassays of Eicosanoids Using Acetylcholine Esterase as Label: An Alternative to Radioimmunoassay, Anal. Chem. 57, 1170-1173.
21. Kulczycki, A.J., Isersky, C., and Metzger, H. (1974) The Interaction of IgE with Rat Basophilic Leukemia Cells, J. Exp. Med. 139, 600-616.
22. Haurand, M., and Flohe, L. (1988) Kinetic Studies on Arachidonate 5-Lipoxygenase from Rat Basophilic Leukemia Cells, Biol. Chem. Hoppe Seyler 369, 133-142.
23. Emilsson, A., and Sundler, R. (1988) Mobilization and Metabolism of Arachidonic Acid in Macrophages. Role of Phosphoinositides, Thesis, University of Lund, Sweden, pp. 67-79.
24. Small, G.M., Burdett, K., and Connock, M.J. (1985) A Sensitive Spectrophotometric Assay for Peroxisomal Acyl-CoA Oxidase, Biochem. J. 227, 205-210.
25. Spydevold, O., and Bremer, J. (1989) Induction of Peroxisomal β-Oxidation in 7800 C1 Morris Hepatoma Cells in Steady State by Fatty Acids and Fatty Acid Analogues, Biochim. Biophys. Acta 1003, 72-79.
26. Lowry, O.H., Rosebrough, N.J., Farr, A.L., and Randall, R.J. (1951) Protein Measurement with the Folin Phenol Reagent, J. Biol. Chem. 193, 265-275.
27. Labarca, C., and Paigen, K. (1980) A Simple, Rapid and Sensitive DNA Assay Procedure, Anal. Biochem. 102, 344-352.
28. Markey, C.M., Alward, A., Weller, P.E., and Marnett, L.J. (1987) Quantitative Studies of Hydroperoxide Reduction by Prostaglandin H Synthase. Reducing Substrate Specificity and the Relationship of Peroxidase to Cyclooxygenase Activities, J. Biol. Chem. 262, 6266-6279.
29. Levine, L., and Worth, N. (1984) Eicosapentaenoic Acid: Its Effects on Arachidonic Acid Metabolism by Cells in Culture, J. Allergy Clin. Immunol. 74, 430-436.
30. Noguchi, M., Miyano, M., Kuhara, S., Matsumoto, T., and Noma, M. (1994) Interfacial Kinetic Reaction of Human 5-Lipoxygenase, Eur. J. Biochem. 222, 285-292.
31. Yamamoto, S. (1992) Mammalian Lipoxygenases: Molecular Structures and Functions, Biochim. Biophys. Acta 1128, 117-131.
32. Aharony, D., Redkar-Brown, D.G., Hubbs, S.J., and Stein, R.L. (1987) Kinetic Studies on the Inactivation of 5-Lipoxygenase by 5(5)-Hydroperoxyeicosatetraenoic Acid, Prostaglandins 33, 85-100.
33. Mohrhauer, H., Rahm, J., Seufert, J., and Holman, R. (1967) Metabolism of Linoleic Acid in Relation to Dietary Monoenoic Fatty Acids in the Rat. J. Nutr. 91, 521-527.
34. McDonough, V.M., Stukey, J.E., and Martin, C.E. (1992) Specificity of Unsaturated Fatty Acid-Regulated Expression of the Saccharomyces cerevisiae OLE1 Gene, J. Biol. Chem. 267, 5931-5936.
35. Evans, R.W., and Sprecher, H. (1985) Metabolism of Icosa-5,11,14-Trienoic Acid in Human Platelets and the Inhibition of Arachidonic Acid Metabolism in Human Platelets by Icosa-5,8,14-triynoic and Icosa-5,11,14-triynoic Acids, Prostaglandins 29, 431-441.