Methylene-interrupted double bond in polyunsaturated fatty acid is an essential structure for metabolism by the fatty acid chain elongation system of rat liver

Biochimica et Biophysica Acta - Lipids and Lipid Metabolism

Volumn 1393, Issue 2-3, 1998, Pages 299-306

  Tanaka, Tamotsu ^a   Hattori, Toshinori ^a   Kouchi, Maki ^a   Hirano, Kaoru ^a   Satouchi, Kiyoshi ^a  

^a FUKUYAMA UNIVERSITY   (Japan)

Author keywords

Fatty acid chain elongation system; Non methylene interrupted fatty acid; Rat liver

Indexed keywords

CARBOXYL GROUP; COLUMBINIC ACID; GAMMA LINOLENIC ACID; PINOLENIC ACID; PODOCARPIC ACID; POLYUNSATURATED FATTY ACID; UNCLASSIFIED DRUG; VEGETABLE OIL;

ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; FATTY ACID METABOLISM; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIVER METABOLISM; LIVER MICROSOME; MALE; NONHUMAN; PRIORITY JOURNAL; RAT;

ACETYLTRANSFERASES; ANIMALS; ARACHIDONIC ACID; FATTY ACIDS, UNSATURATED; GAMMA-LINOLENIC ACID; HYDROCARBONS; LIVER; MALE; METHANE; PHOSPHOLIPIDS; RATS; RATS, SPRAGUE-DAWLEY; TRIGLYCERIDES;

AQUILEGIA;

EID: 0031665406     PISSN: 00052760     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0005-2760(98)00084-8     Document Type: Article

References (26)

1. T. Saito, H. Ochiai, Identification of a novel all-cis-5,9,12-heptadecatrienoic acid in the cellular slime mold Polysphondylium pallidum, Lipids 31 (1996) 445-447.
2. Y.-G. Joh, I.J. Elenkov, K.L. Stefanov, S.S. Popov, G. Dobson, W.W. Christie, Novel di-, tri-, and tetraenoic fatty acids with bis-methylene-interrupted double-bond system from the sponge Haliclona cinerea, Lipids 32 (1997) 13-17.
3. T. Takagi, Y. Itabashi, cis-5-Olefinic unusual fatty acids in seed lipids of Gymnospermae and their distribution in triacylglycerols, Lipids 17 (1982) 716-723.
4. R.L. Wolff, C.C. Bayard, Fatty acid composition of some pine seed oils, J. Am. Oil Chem. Soc. 72 (1995) 1043-1046.
5. D.-J. Carrier, I.E. Cunningham, L.R. Hogge, D.C. Taylor, D.I. Dunstan, Gas chromatographic-mass spectrometric characterization of some fatty acids from white and interior spruce, J. Chromatogr. A 715 (1995) 317-324.
6. M.O. Bagby, C.R. Smith, K.L. Mikolajczak, I.A. Wolff, Thalictrum polycarpum fatty acids - A new class of fatty acids from vegetable seed oils, Biochemistry 1 (1962) 632-639.
7. M.S.F. Lie Ken Jie, H.B. Lao, Y.F. Zheng, Lipids in Chinese medicine. Characterization of all cis 5,11,14,17-eicosatetraenoic acid in Biota orientalis seed oil and a study of oxo/ furanoid esters derived from Biota oil, J. Am. Oil Chem. Soc. 65 (1988) 597-600.
8. M. Sugano, I. Ikeda, K. Wakamatsu, T. Oka, Influence of Korean pine (Pinus koraiensis)-seed oil containing cis-5, cis-9, cis-12-octadecatrienoic acid on polyunsaturated fatty acid metabolism, eicosanoid production and blood pressure of rats, Br. J. Nutr. 72 (1994) 775-783.
9. U.M.T. Houtsmuller, Columbinic acid, a new type of essential fatty acid, Prog. Lipid Res. 20 (1981) 889-896.
10. A. Berger, J.B. German, Extensive incorporation of dietary Δ-5,11,14 eicosatrienoate into the phosphatidylinositol pool, Biochim. Biophys. Acta 1085 (1991) 371-376.
11. T. Tanaka, T. Hattori, M. Kouchi, K. Hirano, K. Satouchi, Non-methylene interrupted polyenoic fatty acid: Structural characterization and metabolism by fatty acid chain elongation system in rat liver, in: R. A. Riemersma (Ed.), Essential Fatty Acids and Eicosanoids, Invited Papers from the 4th International Congress, American Oil Chemists' Society Press, in press.
12. J. Folch, M. Lees, G.H. Sloane-Stanley, A simple method for the isolation and purification of total lipids from animal tissues, J. Biol. Chem. 226 (1957) 497-509.
13. T. Tanaka, K. Shibata, H. Hino, T. Murashita, M. Kayama, K. Satouchi, Purification and gas chromatographic-mass spectrometric characterization of non-methylene interrupted fatty acid incorporated in rat liver, J. Chromatogr. B 700 (1997) 1-8.
14. O.H. Lowry, N.J. Rosebrough, A.L. Farr, R.J. Randall, Protein measurement with the Folin phenol reagent, J. Biol. Chem. 193 (1951) 265-275.
15. Q. Chen, Å. Nilsson, Desaturation and chain elongation of n-3 and n-6 polyunsaturated fatty acids in the human CaCo-2 cell line, Biochim. Biophys. Acta 1166 (1993) 193-201.
16. E.G. Bligh, W.J. Dyer, A rapid method of total lipid extraction and purification, Can. J. Biochem. Physiol. 37 (1959) 911-917.
17. T. Tanaka, K. Ikita, T. Ashida, Y. Motoyama, Y. Yamaguchi, K. Satouchi, Effects of growth temperature on the fatty acid composition of the free-living nematode Caenorhabditis elegans, Lipids 31 (1996) 1173-1178.
18. J.T. Bernert Jr., H. Sprecher, An analysis of partial reactions in the overall chain elongation of saturated and unsaturated fatty acid by rat liver microsomes, J. Biol. Chem. 252 (1977) 6736-6744.
19. S. Yoshida, M. Takeshita, Comparison between condensation and overall chain elongation of arachidoyl-CoA and arachidonoyl-CoA in swine cerebral microsomes, Arch. Biochem. Biophys. 254 (1987) 180-187.
20. D.L. Luthria, H. Sprecher, Studies to determine if rat liver contains multiple chain elongating enzymes, Biochim. Biophys. Acta 1346 (1997) 221-230.
21. D.H. Nugteren, The enzymic chain elongation of fatty acids by rat-liver microsomes, Biochim. Biophys. Acta 106 (1965) 280-290.
22. A. Grandgirard, A. Piconneaux, J.L. Sebedio, S.F. O'Keefe, E. Semon, J.L. Le Quere, Occurrence of geometrical isomers of eicosapentaenoic and docosahexaenoic acids in liver lipids of rats fed heated linseed oil, Lipids 24 (1989) 799-804.
23. W.M.N. Ratnayake, Z.Y. Chen, G. Pelletier, D. Weber, Occurrence of 5c,8c,11c,15t-eicosatetraenoic acid and other unusual polyunsaturated fatty acids in rats fed partially hydrogenated canola oil, Lipids 29 (1994) 707-714.
24. E.C. Mandon, I.N.T. de Gomez Dumm, R.R. Brenner, Effect of dietary columbinic acid on the fatty acid composition and physical membrane properties of different tissues of EFA-deficient rats, Arch. Latinoam. Nutr. 36 (1986) 401-414.
25. S.C. Cunnane, M.J. Anderson, The majority of dietary linoleate in growing rats is β-oxidized or stored in visceral fat, J. Nutr. 127 (1997) 146-152.
26. T. Ide, M. Murata, M. Sugano, Octadecatrienoic acids as the substrates for the key enzymes in glycerolipid biosynthesis and fatty acid oxidation in rat liver, Lipids 30 (1995) 755-762.