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Arachidonic acid formed by peroxisomal beta-oxidation of 7,10,13,16-docosatetraenoic acid is esterified into 1-acyl-sn-glycero-3-phosphocholine by microsomes

Open AccessPublished:July 15, 1994DOI:https://doi.org/10.1016/S0021-9258(17)32320-7
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      Peroxisomal beta-oxidation of linoleic acid and arachidonic acid was depressed when 1-palmitoyl-sn-glycero-3-phosphocholine and microsomes were included in incubations. This reduction was due to the esterification of the substrate into the acceptor by microsomal 1-acyl-sn-glycero-3- phosphocholine acyltransferase. The first cycle of the beta-oxidation of 7,10,13,16-docosatetraenoic acid was independent of 1-acyl-sn-glycero-3-phosphocholine and microsomes. However, when arachidonate was produced it was esterified rather than serving as a substrate for continued beta-oxidation. When arachidonate and linoleate were incubated with peroxisomes alone, 2-trans-4,7,10-hexadecatetraenoic acid and 2-trans-4-decadienoic acid were the respective end products of beta-oxidation. 2-Oxo-8,11-heptadecadienone, a catabolite produced from linoleate, was most likely a nonenzymatic decarboxylation product of 3-oxo-9,12-octadecadienoic acid. In addition to the termination of beta-oxidation by microsomal-peroxisomal communication, our results with linoleate and arachidonate suggest that the reaction catalyzed by 2-trans-4-cis-dienoyl-CoA reductase is the control step in double bond removal. In addition, the beta-ketothiolase step may play a regulatory role in the peroxisomal beta-oxidation of linoleate but not arachidonate or 7,10,13,16-docosatetraenoic acid.

      REFERENCES

        • Sprecher H.
        • James A.T.
        Emken E.A. Dutton H. Geometrical and Positional Fatty Acid Isomers. American Oil Chemists Society, Champaign, IL1979: 303-338
        • Osmundsen H.
        • Bremer J.
        • Pedersen J.I.
        Biochim. Biophys. Acta. 1991; 1085: 141-158
        • Bieber L.L.
        Annu. Rev. Biochem. 1988; 57: 261-283
        • Ramsay R.R.
        • Arduini A.
        Arch. Biochem. Biophys. 1993; 302: 307-314
        • Verdino B.
        • Blank M.L.
        • Privitt O.S.
        • Lundberg W.O.
        J. Nutr. 1964; 83: 234-238
        • Sprecher H.
        Biochim. Biophys. Acta. 1967; 144: 296-304
        • Stoffel W.
        • Ecker W.
        • Assad H.
        • Sprecher H.
        Hoppe-Seyler's Z. Physiol. Chem. 1970; 351: 1545-1554
        • Voss A.
        • Reinhart M.
        • Sankarappa S.
        • Sprecher H.
        J. Biol. Chem. 1991; 266: 19995-20000
        • Martinez M.
        Lipids. 1989; 24: 261-265
        • Voss A.
        • Reinhart M.
        • Sprecher H.
        Biochim. Biophys. Acta. 1992; 1127: 33-40
        • Christensen E.
        • Woldseth B.
        • Hagve T.A.
        • Poll-The B.T.
        • Wanders R.J.
        • Sprecher H.
        • Stokke O.
        • Christophersen B.O.
        Scand. J. Clin. Lab. Invest. 1993; 53: 61-74
        • Sprecher H.
        Lipids. 1971; 6: 884-894
        • Sprecher H.
        Lipids. 1965; 3: 14-20
        • Luthria D.L.
        • Sprecher H.
        Lipids. 1993; 28: 853-856
        • Das A.K.
        • Horie S.
        • Hajra A.K.
        J. Biol. Chem. 1992; 267: 9724-9730
        • Peters T.J.
        • Müller M.
        • de Duve C.
        J. Exp. Med. 1972; 136: 1117-1139
        • Nordlie R.C.
        • Arion W.J.
        Methods Enzymol. 1966; 9: 619-625
        • Sottocasa G.L.
        • Kuylenstierna B.
        • Ernster L.
        • Bergstrand A.
        J. Cell Biol. 1967; 32: 415-438
        • Cook L.
        • Nagi M.N.
        • Suneja S.K.
        • Hand A.R.
        • Cinti D.L.
        Biochem. J. 1992; 287: 91-100
        • Bartlett K.
        • Hovik R.
        • Eaton S.
        • Watmough N.J.
        • Osmundsen H.
        Biochem. J. 1990; 270: 175-180
        • Hadjiagapiou C.
        • Spector A.A.
        Arch. Biochem. Biophys. 1987; 253: 1-12
        • Hiltunen J.K.
        • Kärki I.
        • Hassinen I.E.
        • Osmundsen H.
        J. Biol. Chem. 1986; 261: 16484-16493
        • Folch J.
        • Lees M.
        • Stanley G.H.S.
        J. Biol. Chem. 1957; 226: 497-509
        • van Veldhoven P.P.
        • Vanhove G.
        • Asselberghs S.
        • Eyssen H.J.
        • Mannaerts G.P.
        J. Biol. Chem. 1992; 267: 20065-20074
        • Lands W.E.M.
        • Inoue M.
        • Sugiura Y.
        • Okuyama H.
        J. Biol. Chem. 1982; 257: 14968-14972
        • Bernert Jr., J.T.
        • Sprecher H.
        J. Biol. Chem. 1977; 252: 6736-6744
        • Wigren J.
        • Herbertsson H.
        • Tollbom Ö.
        • Hammarström S.
        J. Lipid Res. 1993; 34: 625-631
        • Hakkola E.H.
        • Hiltunen J.K.
        Eur. J. Biochem. 1993; 215: 199-204