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2002 Fiscal Year Final Research Report Summary

Ultra-highly effective utilization of lipid resources-Enzymatic syntheses of structured lipids-

Research Project

Project/Area Number 12839004
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 生物資源の変換と展開
Research InstitutionNagoya University

Principal Investigator

YAMANE Tsuneo  Nagoya University, Graduate School of Bio-& Agro-Sciences, Professor, 大学院・生命農学研究科, 教授 (70026102)

Co-Investigator(Kenkyū-buntansha) NAKANO Hideo  Nagoya University, Graduate School of Bio-& Agro-Sciences, Associate Professor, 大学院・生命農学研究科, 助教授 (00237348)
Project Period (FY) 2000 – 2002
Keywordsstructured lipid / chiral lipid / lipase / phospholipase D / polyunsaturated fattyacid acid / transesterifiation / diacylglycerol / phosphatidylserine
Research Abstract

1. As a prerequisite to this project, we succeeded in separation and determination of symmetrical structured triacylglycerol, ABA (where A=n-octanoic acid, B=a polyunsaturated fatty acid, PUFA), and asymmetrical ones, AAB (and/or BAA) by use of a combination of silver ion HPLC and chiral HPLC. We also succeeded in the separation and determination of chiral diacylglycerols, AA (OH) and (OH) AA.
2. Symmetrical structured triacylglycerol, ABA, was able to be synthesized very effectively by a two-step method which was composed of ethanolysis of bonito oil with immobilized Candida antarctica lipase, and then esterification of the resulting monoacylglycerol, (OH) (PUFA) (OH) with immobilized Rizomucor miehei lipase.
3. From egg yolk lecithin containing 13% docosahexaenoic acid and excessive L-serine, phosphatidylserine was able to be synthesized successfully by the transphosphatidylation action of phospholipase D.

  • Research Products

    (17 results)

All Other

All Publications (17 results)

  • [Publications] R.Irimescu et al.: "Two-Step Enzymatic Synthesis of Docosahexaenoic Acid-rich Symmetrically Structured Triacylglycerols via 2 -Monoacylglycerols"Journal of the American Oil Chemists' Society. 78・7. 743-748 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Irimescu et al.: "Utilization of Reaction Medium-Dependent Regiospecificity of Candida antarctica Lipase (Novozym 435)for the Synthesis of 1,3-Dicapryloyl-2-docosahexaenoyl (or eicosapentaenoyl) Glycerol"Journal of the American Oil Chemists' Society. 78・3. 285-289 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Irimescu et al.: "Comparison of Acyl Donors for Lipase-Catalyzed Production of 1,3-Dicapryloy1-2-eicosapentaenoylglycerol"Journal of the American Oil Chemists' Society. 78・1. 65-70 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yugo Iwasaki et al.: "Optical resolution of asymmetric triacylglycerols by chiral-phase high-performance liquid chromatography"Journal of Chromatography A. 905・1. 111-118 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Irimescu et al.: "Enzymatic Synthesis of 1,3-Dicapryloyl-2-eicosapentaenoylglycerol"Journal of the American Oil Chemists' Society. 77・5. 501-506 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yugo Iwasaki, Tsuneo Yamane: "Enzymatic synthesis of structured lipids"Journal of Molecular Catalysis B : Enzymatic. 10・9. 129-140 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Irimescu et al: "Enzymatic synthesis of 1,3-dicapry-loyl-2-eicosapentaenoylglycerol"Journal of the American Oil Chemists' Society. 77. 501-506 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] R.Irimescu et al: "Comparison of acyl donners for lipase-catalyzed production of 1,3-dicapryoyl-2-eicosapentaenoyl-glycerol"Journal of the American Oil Chemists' Society. 78. 65-70 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] R.Irimescu et al: "Utilization of reaction medium-dependent regiospecificity of Candida antarctica lipase (Novozym 435) for the synthesis of 1,3-dicapryoyl-2-docosahexaenoyl (or eicosapentaenoyl) glycerol"Journal of the American Oil Chemists' Society. 78. 285-289 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] R.Irimescu et al: "Two-step enzymatic synthesis of docosahexaenoic acid-rich symmetrically structuted triacyl-glycerols via 2-monoglycerols"Journal of the American Oil Chemists' Society. 78. 743-748 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Iwasaki et al: "Optical resolution of asymmetric triacylglycerols by chiral-phase high-performance liquid chromatography"Journal of Chromatography A. 905. 111-118 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yugo Iwasaki and Tsuneo Yamane: "Enzymatic synthesis of structured lipids"Journal of Molecular catalysis B : Enzymatic. 10. 129-140 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Tsuneo Yamane and Yugo Iwasaki: "Functional Lipids and Biotechnology"Biosrience and Industry. 58. 837-844 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yugo Iwasaki and Tsuneo Yamane: "Enzymatic Syntheses of Structured Lipids"Oleoscience. 1. 825-833 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Tsuneo Yamane, ed.by Uwe T.Bomscheuer: "Lipase-catalyzed Synthesis of Structured Triacylglycerols Containing Polyunsaturated Fatty Acids. Monitoring of the Reaction and Increasing the Yield, "Enzymes in Lipid Modification", Chapter 9"Wiley-VCH Verlag GmbH. 148-169 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Tsuneo Yamane, ed.by J.Vulfson, P.J.Halling, and H.L.Holland: "Solvent-free Biotransformations of Lipids, "Enzymes in Nonaqueous Solvents", Chapter 38"The Humana Press Inc.. 509-516 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yugo Iwasaki and Tsuneo Yamane, ed.by T.M.Kuo and H.W.Gardner: "Phospholipases in Enzyme Engineering of phospholipids for Food, Cosmetics, and Medical Applications, "Lipid Biotechnology", Chapter 20"Marcel Dekker, Inc.. 417-431 (2002)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2004-04-14  

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