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1989 Fiscal Year Final Research Report Summary

Polymorphism and Phase Transition Behaviors of Lipids and Related Long-chain Compounds Containing Unsaturated Acyl Chains

Research Project

Project/Area Number 63470010
Research Category

Grant-in-Aid for General Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field 構造化学
Research InstitutionOSAKA UNIVERSITY

Principal Investigator

KOBAYASHI Masamichi  Osaka University, Faculty of Science, Professor, 理学部, 教授 (40028147)

Co-Investigator(Kenkyū-buntansha) KANEKO Fumitoshi  Osaka University, Faculty of Science, Research Associate, 理学部, 助手 (70214468)
TASHIRO Kohji  Osaka University, Faculty of Science, Research Associate, 理学部, 助手 (60171691)
Project Period (FY) 1988 – 1989
Keywordsunsaturated fatty acids / unsaturated glycerides / polymorphism / polytypism / phase transition / molecular motion / vibrational spectroscopy / X-ray structural analysis
Research Abstract

Phospholipids and glycerides are important materials as main constituents of the cell membranes, bearing the biological functional activities. Naturally occurring lipid compounds consist of long acyl chains joined to a polar group and nearly half of the acyl chains are occupied by unsaturated ones which give the membranes fluidity and promote the biological activity.
The aim of this research project is to elucidate the molecular mechanism of the characteristic function of the unsaturated acyl chains. Polymorphic structures in relation to the thermodynamic stability and the behavior of solid-state phase transition for a series of cis-monounsaturated fatty acids as well as cis-unsaturated triglycerides were investigated by means of IR and Raman spectroscopy, X-ray analysis, DSC, etc.
Unsaturated fatty acids exhibit very complicated polymorphism. The crystal structures of the gamma and gamma_1 phases of erucic acid and the low-melting and high-melting phases of petroselinic acid were fully determined. The molecular and crystal structures of the alpha and alpha_1 phases of erucic acid were also studied. Conformation of the olefine group, subcell structure of the polymethylene chain segments, polytypic structure of the bimolecular layers, and chain mobility have been clarified as the keynote for understanding the physicochemical properties and the phase transition behaviors of the unsaturated lipid compounds. The order-disorder type thermoreversible gamma <double arrow>alpha and gamma_1<double arrow>alpha_1 transitions occurring in cis-monounsaturated fatty acids were recognized as a partial melting process of the methylsided alkyl chains constituting the lamellar interface. The polymorphism of triblycerides whose 2-position is occupied by an oleoyl chain have been investigated. It has been revealed that a large molecular displacement takes place in a coherent fashion during solid-state transitions in saturated fatty acids.

  • Research Products

    (37 results)

All Other

All Publications (37 results)

  • [Publications] Kiyotaka Sato: "Stability,Occurrence and Step Morphology of Polymorphs and Polytypes of Stearic Acid I.Stability and Occurrence" J.Cryst.Growth. 87. 236-242 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Kimio Inaoka: "Stability,Occurrence and Morphology of Polymorphs and Polytypes of Stearic Acid II.Mono-lamellar Step Morphology and Composite Polymorphic/Prlytypic Transformation" J.Cryst.Growth. 87. 243-250 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Masamichi Kobayashi: "Molecular Motions of n-Alkane Chains in Urea Adducts Studied by Raman Band Profiles" Rept.Progr.Polym.Phys.Jpn.31. 477-480 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Masao Suzuki: "Polymorphic Behavior of Erucic Acid" J.Am.Oil Chem.Soc.65. 1942-1947 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 小林雅通: "高分子・長鎖分子結晶における分子運動" 化学. 43. 342-343 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Masamichi Kobayashi: "Molecular and Crystal Structures of Lipids and Related Compounds" J.Dispersion Sci.Tech.10. 319-350 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumitoshi Kaneko: "Polymorphic Structure and Phase Transitions of Mono-unsaturated Fatty Acids" Proc.ISF-JOCS World Congress. 1. 531-535 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumitoshi Kaneko: "Structure and Phase Transition Behavior of Stearic Acid E-Forme" Proc.ISF-JOCS World Congress. 1. 536-541 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Masamichi Kobayashi: "Molecular Motionsof n-Alkane Chains in Urea Adducts:Potential Barrier Heights and Lattice Vibrations of Host Channels" Rept.Progr.Polym.Phys.Jpn.32. 419-422 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Kiyotaka Sato: "Structure and Transformation in Polymorphism of Petroselinic Acid(cis-omega12-octadecenoic acid)" J.Phys.Chem.inpress (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 小林雅通: "長鎖状分子および高分子の構造、転移、物性" 海外高分子研究. 36. 42-46 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumitoshi Kameko: "Crystal Structure of Stearic Acid E-Form" Acta Crystallogr.C(in press). (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumitoshi Kaneko: "Vibrational Spectroscopic Study on gamma→alpha phase Transition of cis-monounsaturated Fatty Acids:Palmitoleic and Erucic Acids" J.Phys.Chim,(to be published). (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumitoshi Kamako: "Crystal Structure of petroselinic acid Low-melting Phase" Acta Crytallogr.c(to be published). (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumitoshi Kaneko: "Crystal Structure of Petroselinic Acid High-melting Phase" Acta Crystallogr.(to be published). (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Kohji Tashiro: "Structural Study on Phase Transition in Ferroelectric Liquid Crystal:Temperature Dependence of Infrared and Raman Spectra" Rept.Progr.Polym.Phys.Jpn.32. 415-418 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Kohji Tashiro: "X-ray Structure Analyses and Vibrational Spectral Measurements of teh Mode Compounds of the Liquid-Crystqlline Arylate Polymers〔1〕 Finding out the Raman Bands Characteristic of the Twisted Biphenyl Structure in Association with the Solid-to-Liquid Crystalline Phase Transition" J.Am.Chem.Soc.(to be published). (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Kohji Tashiro: "Structural Study of Phase Transition in Ferroelectric Liquid Crystal〔II〕The Structural Changes Revealed by X-ray Diffraction Measurements" Rept.Progr.Polym.Phys.Jpn.(to be published). (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Masamichi Kobayashi: "Vibrational Spectroscopic Aspects of Polymorphism and Phase Transition of Fats and Fatty Acids in "Crystallization and Polymorphism of Fats and Fstty Acids"(Eds.N.Garti&K.Sato)" Marcel Dekker,New York, 140-187 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Masamichi Kobayashi: "Application of Raman Microprobe Technique to the Study of Organic Polymers and Long-chain Compounds in "Vibrational Spectra and Structures Vol.17B"(Eds.H.D.Bist,J.R.Durig,and J.F.Sullivan)" Elsevier,Amsterdam, 369-397 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 小林雅通: "いのちと暮らしのケミ・スト-リ-、第11章" 化学同人, 173-192 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K. Sato, M. Kobayashi, and H. Morishita: "Stability, Occurrence and Step Morphology of Polymorphs and Polytypes of Stearic Acid I. Stability and Occurrence" J. Cryst. Growth, 87, 236-242 (1988).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K. Inaoka, M. Kobayashi, M. Okada, and K. Sato: "Stability, Occurrence and Step Morphology of Polymorphs and polytypes of Stearic Acid, II. Mono-lamella Step Morphology and Composite Polymorphic/Polytypic Transformation" J. Cryst. Growth, 87, 243-250 (1988).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Suzuki, K. Sato, N. Yoshimoto, S. Tanaka, and M. Kobayashi: "Polymorphic Behavior of Erucic Acids" J. Am. Oil Chem. Soc., 65(12), 1942-1947 (1988).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Kobayashi, Y. Cho, and H. Koizumi: "Molecular Motion of n-Alkane Chains in Urea Adducts Studied by Raman Band Profiles" Rept. Progr. Polym. Phys. Jpn., 31, 477-480 (1988).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Kobayashi: "Vibrational Spectroscopic Aspects of Polymorphism and Phase Transition of Fats and Fatty Acids" Crystallization and Polymorphism of of Fats and Fatty Acids (eds. N. Garti & K. Sato), Marcel Dekker, New York & Basel (1988), pp. 139-189.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Kobayashi: "Molecular Motions in Crystals of Polymers and Long-chain Compounds (in japanese)" Kagaku, 43(5), 342-343 (1988).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] F. Kaneko, M. Kobayashi, K. Sato, and M. Suzuki: "Polymorphic Structure and Phase Transitions of Monounsaturated Fatty Acids" Proc. ISF-JOCS World Congress, 1, 531-535 (1988).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] F. Kaneko, M. Kobayashi, Y. Kitagawa, and Y. Matsuura: "Structure and Phase Transition of Stearic Acid E-Form" Proc. ISF-JOCS World Congress, 1, 536-541 (1988).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Kobayashi and F. Kaneko: "Molecular and Crystal Structures of Lipids and Related Compounds" J. Dispersion Sci. Tech., 10, 319-350 (1989).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Kobayashi and T. Ishioka: "Application of Raman Microprobe Technique to the Study of Organic Polymers and Long-chain Compounds" Vibrational Spectra and Structures Vol. 17B (eds. H. D. Bist, J. R. During, and J. F. Sullivan) Elsevier, Amsterdam,pp. 369-397 (1989).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K. Sato, N. Yoshimoto, M. Suzuki, M. Kobayashi, and F. Kaneko: "Structure and Transformation in Polymorphism of Petroselinic Acid (cis-omega12-Octadecenoic acid)" J. Phys. Chem. (1989).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] F. Kaneko, M. Kobayashi, Y. Kitagawa, and Y. Matsuura: "Crystal Structure of Stearic Acid E-Form" Acta Crystallogr. C (1989).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] F. Kaneko, M. Kobayashi, K. Sato, and M. Suzuki: "Vibrational Spectroscopic Study on gamma -> alpha Phase Transition of cis-Mono-unsaturated Fatty Acids: Palmitoleic and Erucic Acids" J. Phys. Chem. (1990).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K. Tashiro, J. Hou, and M. Kobayashi: "Structural Study on Phase Transition in Ferroelectric Liquid Crystal: Temperature Dependence of Infrared and Raman Spectra" Rept. Progr. Polym. Phys. Jpn., 32, 415-418 (1989).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] F. Kaneko, M. Kobayashi, Y. Kitagawa, Y. Matsuura, K. Sato, and M. Suzuki: "Crystal Structure of Petroselinic Acid Low-Melting Phase" Acta Crystallogr. (1990).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] F. Kaneko, M. Kobayashi, Y. Kitagawa, Y. Matsuura, K. Sato, and M. Suzuki: "Crystal Structure of Petroselinic Acid High-Melting Phase" Acta Crystallogr. C (1990).

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

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Published: 1993-03-26  

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