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Fatty acids of serine, ethanolamine, and choline plasmalogens in some marine bivalves

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Lipids

Abstract

The FA composition of glycerophospholipid (GPL) classes and subclasses was investigated in whole animals of three marine bivalve mollusks: the Japanese oyster Crassostrea gigas, the blue mussel Mytilus edulis, and the Manila clam Ruditapes philippinarum. Individual organs (gills, mantle, foot, siphon, and muscle) of the Manila clam also were examined. The PS plasmalogen (PSplsm), PE plasmalogen (PEplsm), and PC plasmalogen (PCplsm) subclasses were isolated by HPLC, and their individual FA compositions were examined using GC. Plasmalogen forms of PS and PE, when compared to their respective diacyl forms, were found to be specifically enriched with non-methylene-interrupted (NMI) FA (7,15–22∶2, 7, 13–22∶2, and their precursors) and 20∶1n−11 FA. Such a clear specific association was not found for PCplsm. Interestingly, this trend was most apparent in PSplsm, and the above FA were found to be, respectively, the predominant PUFA and monounsaturated FA in the PSplsm isolated from the three species. This specificity was maintained in all the analyzed organs of the Manila clam but varied in proportions: The highest level of plasmalogens, NMI FA, and 20∶1n−11 was measured in gills and the lowest was in muscle. These results represent the first comprehensive report on a FA composition of the PSplsm subclass isolated from mollusks. The fact that NMI FA and 20∶1n−11, which are thought to be biosynthesized FA, were mainly associated with aminophospholipid plasmalogens (PE and PS) is likely to have a functional significance in bivalve membranes.

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Abbreviations

CL:

cardiolipin common name of diphosphatidylglycerol

GPL:

glycerophospholipid(s)

MUFA:

monounsaturated FA

NMI:

non-methylene-interrupted

ΣNMI:

sum of all non-methylene-interrupted fatty acids

PCplsm:

PC plasmalogen

PEplsm:

PE plasmalogen

PSplsm:

PS plasmalogen

SFA:

saturated fatty acid(s)

References

  1. Nagan, N., and Zoeller, R.A. (2001) Plasmalogens: Biosynthesis and Functions, Prog. Lipid Res. 40, 199–229.

    Article  PubMed  CAS  Google Scholar 

  2. Leray, C., Cazenave, J.-P., and Gachet, C. (2002) Platelet Phospholipids Are Differentially Protected Against Oxidative Degradation by Plasmalogens, Lipids 37, 285–290.

    Article  PubMed  CAS  Google Scholar 

  3. Maeba, R., Sawada, Y., Shimasaki, H., Takahashi, I., and Ueta, N. (2002) Ethanolamine Plasmalogens Protect Cholesterol-Rich Liposomal Membranes from Oxidation Caused by Free Radicals, Chem. Phys. Lipids 120, 145–151.

    Article  PubMed  CAS  Google Scholar 

  4. Maeba, R., and Ueta, N. (2003) Ethanolamine Plasmalogen and Cholesterol Reduce the Total Membrane Oxidizability Measured by the Oxygen Uptake Method, Biochem. Biophys. Commun. Res. 302, 265–270.

    Article  CAS  Google Scholar 

  5. Sargent, J.R. (1987) Ether-Linked Glycerides in Marine Animals, in Marine Biogenic Lipids. Fats, and Oils (Ackman, R.G., ed.), pp. 176–193, CRC Press, Boca Raton, FL.

    Google Scholar 

  6. Joseph, J.D. (1982) Lipid Composition of Marine and Estuarine Invertebrates. Part II: Mollusca, Prog. Lipid Res. 21, 109–153.

    Article  PubMed  CAS  Google Scholar 

  7. Schrakamp, G., Schutgens, R.B.H., Schalkwijk, C.G., and Van Den Bosch, H. (1991) Comparative Studies on Plasmalogen Biosynthesis in Rat Brain Homogenates and Isolated Oligodendroglial Cells During Development, Brain Dysfunct. 4, 217–227.

    Google Scholar 

  8. Dembitsky, V.M., and Vaskovsky, V.E. (1976) Distribution of Plasmalogens in Different Classes of Phospholipids of Marine Invertebrates, Biol. Morya (Kiey) 5, 68–72.

    Google Scholar 

  9. Dembitsky, V.M. (1979) Plasmalogens in Phospholipids of Marine Invertebrates, Biol. Morya (Kiev) 5, 86–90.

    Google Scholar 

  10. Soudant, P., Marty, Y., Moal, J., and Samain, J.F. (1995) Separation of Major Polar Lipids in Pecten maximus by High-Performance Liquid Chromatography and Subsequent Determination of Their Fatty Acids Using Gas Chromatography, J. Chromatogr. B 673, 15–26.

    CAS  Google Scholar 

  11. Soudant, P., Moal, J., Marty, Y., and Samain, J.F. (1996) Impact of the Quality of Dietary Fatty Acids on Metabolism and the Composition of Polar Lipid Classes in Female Gonads of Pecten maximus (L.), J. Exp. Mar. Biol. Ecol. 205, 149–163.

    Article  CAS  Google Scholar 

  12. Soudant, P., Moal, J., Marty, Y., and Samain, J.F. (1997) Composition of Polar Lipid Classes in Male Gonads of Pecten maximus (L.). Effect of Nutrition, J. Exp. Mar. Biol. Ecol. 215, 103–114.

    Article  CAS  Google Scholar 

  13. Soudant, P., Marty, Y., Moal, Y., Masski, H., and Samain, J.F. (1998) Fatty Acid Composition of Polar Lipid Classes During Larval Development of Scallop Pecten maximus (L.), Comp. Biochem. Phys. A 121, 279–288.

    Article  Google Scholar 

  14. Koizumi, C., Jeong, B.Y., and Ohshima, T. (1990) Fatty Chain Composition of Ether and Ester Glycerophospholipids in the Japanese Oyster Crassostrea gigas, Lipids 25, 363–370.

    CAS  Google Scholar 

  15. Jeong, B.Y., Ohshima, T., and Koizumi, C. (1990) Molecular Species of 1-O-Alkyl-1′-enyl-2-acyl-, 1-O-Alkyl-2-acyl-and 1,2-Diacyl Glycerophospholipids in Japanese Oyster Crassostrea gigas (Thunberg), Lipids 25, 624–632.

    CAS  Google Scholar 

  16. Ackman, R.G., and Hooper, S.N. (1973) Non-Methylene-Interrupted Fatty Acids in Lipids of Shallow-Water Marine Invertebrates: A Comparison of Two Molluses (Littorina littorea and Lunatia triserita) with the Sand Shrimp (Crangon septumspinosus), Comp. Biochem. Phys. 46B, 153–165.

    Article  Google Scholar 

  17. Dunstan, G.A., Volkman, J.K., and Barrett, S.M. (1993) The Effect of Lyophilization on the Solvent Extraction of Lipid Classes, Fatty Acids and Sterols from the Oyster Crassostrea Gigas, Lipids 28, 937–944.

    CAS  Google Scholar 

  18. Caers, M., Coutteau, P., and Sorgeloos, P. (1999) Dietary Impact of Algal and Artificial Diets, Fed at Different Feeding Rations, on the Growth and Fatty Acid Composition of Tapes philippinarum (L.) Spat, Aquaculture 170 307–322.

    Article  CAS  Google Scholar 

  19. Zhukova, N.V. (1986) Biosynthesis of Non-Methylene-Interrupted Fatty Acids from [14C]Acetate in Molluscs, Biochim. Biophys. Acta 878, 131–133.

    CAS  Google Scholar 

  20. Zhukova, N.V. (1991) The Pathway of the Biosynthesis of Non-Methylene-Interrupted Dienoic Fatty Acids in Molluscs, Comp. Biochem. Phys. 100B 801–804.

    Article  CAS  Google Scholar 

  21. Chapelle, S. (1987) Plasmalogens and O-Alkylglycerophospholipids in Aquatic Animals, Comp. Biochem. Phys. 88B, 1–6.

    Article  CAS  Google Scholar 

  22. Klingensmith, J.S. (1982) Distribution of Methylene and Non-Methylene-Interrupted Dienoic Fatty Acids in Polar Lipids and Triacylglycerols of Selected Tissues of the Hardshell Clam (Mercenaria mercenaria), Lipids 17, 976–981.

    CAS  Google Scholar 

  23. Folch, J., Lees, M., and Sloane Stanley, G.H. (1957) A Simple Method for the Isolation and Purification of Total Lipids from Animal Tissues, J. Biol. Chem. 226, 497–509.

    PubMed  CAS  Google Scholar 

  24. Nelson, G.J. (1993) Isolation and Purification of Lipids from Biological Matrices, in Analyses of Fats, Oils and Derivatives (Perkins, E.G., ed.), pp. 20–59, AOCS Press, Champaign.

    Google Scholar 

  25. Marty, Y., Delaunay, F., Moal, J., and Samain, J.F. (1992) Changes in the Fatty Acid Composition of the Scallop Pecten maximus (L.) During Larval Development, J. Exp. Mar. Biol. Ecol. 163, 221–234.

    Article  CAS  Google Scholar 

  26. Soudant, P., Chu, F.L.E., and Marty, Y. (2000) Lipid Class Composition of the Protozoan Perkinsus marinus, an Oyster Parasite, and Its Metabolism of a Fluorescent Phosphatidylcholine Analog, Lipids 35, 1387–1395.

    Article  PubMed  CAS  Google Scholar 

  27. Kraffe, E., Soudant, P., Marty, Y., Kervarec, N., and Jehan, P. (2002) Evidence of a Tetradocosahexaenoic Cardiolipin in Some Marine Bivalves, Lipids 37, 507–514.

    Article  PubMed  CAS  Google Scholar 

  28. Chelomin, V.P., and Zhukova, N.V. (1981) Lipid Composition and Some Aspects of Aminophospholipid Organization in Erythrocyte Membrane of the Marine Bivalve Mollusc Scapharca broughtoni (Shrenck), Comp. Biochem. Phys. 69B, 599–604.

    Article  CAS  Google Scholar 

  29. Zhukova, N.V., and Svetashev, V.I. (1986) Non-Methylene-Interrupted Dienoic Fatty Acids in Molluscs from the Sea of Japan, Comp. Biochem. Phys. 83B, 643–646.

    Article  CAS  Google Scholar 

  30. Yorek, M.A. (1993) Biological Distribution, in Phospholipids Handbook (Cevc, G., ed.), pp. 745–775, Marcel Dekker, New York.

    Google Scholar 

  31. De Moreno, J.E.A., Moreno, V.J., and Brenner, R.R. (1976) Lipid Metabolism of the Yellow Clam, Mesodesma mactroïdes: 2-Polyunsaturated Fatty Acid Metabolism, Lipid 11, 561–566.

    Google Scholar 

  32. Waldock, M.J., and Holland, D.L. (1984) Fatty Acid Metabolism in Young Oysters, Crassostrea gigas: Polyunsaturated Fatty Acids, Lipids 19, 332–336.

    CAS  Google Scholar 

  33. Volkman, J.K., Jeffrey, S.W., Nichols, P.D., Rogers, G.I., and Garland, C.D. (1989) Fatty Acid and Lipid Composition of 10 Species of Microalgae Used in Mariculture, J. Exp. Mar. Biol. Ecol. 128, 219–240.

    Article  CAS  Google Scholar 

  34. Stefanov, K., Seizova, K., Brechany, E., and Christie, W.W. (1992) An Unusual Fatty Acid Composition for a Fresh-Water Mussel, Unio tumidus, from Bulgaria, J. Nat. Prod. 55, 979–981.

    Article  PubMed  CAS  Google Scholar 

  35. Napolitano, G.E., and Ackman, R.G. (1993) Fatty Acid Dynamics in Sea Scallops Placopecten magellanicus (Gmelin, 1791) from Georges Bank, Nova Scotia, J. Shellfish Res. 12, 267–277.

    Google Scholar 

  36. Cook, H.W. (1996) Fatty Acid Desaturation and Chain Elongation in Eukaryotes, in Biochemistry of Lipids, Lipoproteins and Membranes (Vance, D.E., and Vance, J.E.), pp. 129–152, Elsevier Science, Amsterdam.

    Google Scholar 

  37. Paradis, M., and Ackman, R.G. (1977) Potential for Employing the Distribution of Anomalous NMI Dienoic Fatty Acids in Several Marine Invertebrates as Part of Food Web Studies, Lipids 12, 170–176.

    Article  PubMed  CAS  Google Scholar 

  38. Rabinovich, A.L., and Ripatti, P.O. (1991) The Flexibility of Natural Hydrocarbon Chains with Non-Methylene-Interrupted Double Bonds, Chem. Phys. Lipids 58, 185–192.

    Article  CAS  Google Scholar 

  39. Morand, O.H., Zoeller, R.A., and Raetz, C.R.H. (1988) Disappearance of Plasmalogens from Membranes of Animal Cells Subjected to Photosensitized Oxidation, J. Biol. Chem. 263, 11597–11606.

    PubMed  CAS  Google Scholar 

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Authors and Affiliations

  1. Unité mixte Centre Nationale de la Recherche Scientifique (CNRS) 6521, Université de Bretagne Occidentale, CS93837, 29238, Brest Cedex 3, France

    Edouard Kraffe & Yanic Marty

  2. Unité mixte CNRS 6539, Institut Universitaire Européen de la Mer, Université de Bretagne Occidentale, 29280, Plouzané, France

    Philippe Soudant

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  1. Edouard Kraffe
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  2. Philippe Soudant
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  3. Yanic Marty
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Correspondence to Yanic Marty.

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Kraffe, E., Soudant, P. & Marty, Y. Fatty acids of serine, ethanolamine, and choline plasmalogens in some marine bivalves. Lipids 39, 59–66 (2004). https://doi.org/10.1007/s11745-004-1202-x

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