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MECHANISMS FOR MOLECULAR COMPLEX FORMATION AND ITS APPLICATION TO MOLECULAR RECOGNITION

Research Project

Project/Area Number 03650685
Research Category

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

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionDOSHISHA UNIVERSITY

Principal Investigator

KANO Koji  DOSHISHA UNIVERSITY, FACULTY OF ENGINEERING, PROFESSOR, 工学部, 教授 (60038031)

Project Period (FY) 1991 – 1992
Project Status Completed (Fiscal Year 1992)
Budget Amount *help
¥1,600,000 (Direct Cost: ¥1,600,000)
Fiscal Year 1992: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1991: ¥1,100,000 (Direct Cost: ¥1,100,000)
KeywordsVANDER WAALS INTERACTIONS / HYDROGEN BONDING / MICROSCOPICALLY HYDROPHOBIC ENVIRONMENTS / CYCLODEXTRINS / CATIONIC PORPHYRIN / CHIRAL RECOGNITION / OPTICAL RESOLUTION / CAPILLARY ZONE ELECTROPHORESIS / 水素結合錯体 / ビリルビン / ビナフチル誘導体 / 胆汁酸 / 水 / 分子錯体 / van der Waals力
Research Abstract

Strong van der Waals Interactions in Water. The self assembly and the molecular complex formation of a cationic porphyrin have been studied in water. It has been found that the van der Waals interactions between amphiphilic solute molecules are much stronger in water then in organic solvents. This conclusion may be applied for interpreting lots of results on molecular complexes in water.
Hydrogen Bonding in Water. It has been known that hydrogen bonding is very weak in water. We studied hydrogen-bond formation in water using compounds which have the microscopically hydrophobic backbones. Hydrogen bonding can be realized at surfaces of the monolayer membrane or micelles, near by a steroid skeleton, and at the rim of cyclodextrin.
Chiral recognition by Cyclic Oligosaccharides. The results on the basic research have been applied to the chiral recognition by cyclodextrins. We found that cyclodextrin can recognize the chirality of the guest molecule without aid of hydrogen bonding. However, it has been assumed that hydrogen bonding assist more stereoselective complexation.
Optical Resolution by Cyclodextrins. We found that the complete optical-resolution of the binaphthyl derivatives and mandelic acid can be achieved by capillary zone electrophoresis.

Report

(3 results)
  • 1992 Annual Research Report   Final Research Report Summary
  • 1991 Annual Research Report
  • Research Products

    (19 results)

All Other

All Publications (19 results)

  • [Publications] Koji KANO: "Binding Forces in Complexation of p-Alkylphenols with β-Cyclodextrin and Methylated β-Cyclodextrins" J.Inclusion Phenomena. 13. 287-293 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Koji KANO: "Chiral Recognition by Cyclic Oligosaccharides.Enantio-selective Complexation of Binaphthyl Derivatives with Cyclodextrins" Supramol.Chem.1. (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Taizo ISHIMURA: "Hydrogen Bonding in Water.Pyrene-l-carboxylate-β-Cyclodextrin Complex" J.Chem.Soc.,Perkin Trans.2.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Koji Kano: "Specific Interactions between Deoxycholate and Its Water-Insoluble Analogues. Mechanisms for Premicelle and Micelle Formation of Sodium Deoxycholate" J.Phys.Chem. Vol.95. 966-970 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Koji Kano: "Strong van der Waals Interactions in Water. Molecular Complexes of Porphyrins and Quinones in Organic and Aqueous Media" Bull.Chem.Soc.Jpn.Vol.64. 778-784 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Koji Kano: "Cyclodextrin-Induced Conformational Enantiomerism of Dinaphythylmethanes" J.Org.Chem.Vol.56. 6579-6585 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Koji Kano: "Control of Headgroup Orientation of Monolayer by Glucolipid" J.Phys.Chem.Vol.95. 7839-7843 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Koji Kano: "Chiral Recognition by Cyclic Oligosaccharides. Enantioselective Complexation of Bilirubin with beta-Cyclodextrin through Hydrogen Bonding in Water" J.Chem.Soc., Perkin trans. 2. 1265-1269 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Koji Kano: "Mechanisms for Steroid-induced Conformational Enantiomerism of Bilirubin in Protic Solvents" J.Chem.Soc., Perkin Trans. 2. 1747-1752 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Koji Kano: "Binding Forces in Complexation of p-Alkyl- phenols with beta-Cyclodextrin and Methylated beta-Cyclodextrins" J.Inclusion Phenomena. Vol.13. 287-293 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Koji Kano: "Chiral Recognition by Cyclic Oligosaccharides. Enantioselective Complexation of Binaphthyl Derivatives with Cyclodextrins" Supramol. Chem.Vol.1.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Taizo Ishimura: "Hydrogen Bonding in Water. Phrene-1-carboxylate-beta-Cyclodextrin Complex" J.Chem.Soc., Perkin Trans. 2.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Koji Kano: "Chiral Recognition by Cyclic Oligosaccharides.Enantioselective Complexation of Bilirubin with β-Cyclodexrtin through Hydrogen Bonding in Water" J.Chem.Soc.,Perkin Trans 2. 1265-1269 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Koji Kano: "Mechanisms for Steroid-induced Conformational Enantiomerism of Bilirubin in Protic Solvents" J.Chem.Soc.,Perkin Trans 2. 1747-1752 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Koji Kano: "Binding Forces in Complexation of p-Alkylphenols with β-Cyclodextrin and Methylated-β-Cyclodextrins" J.Inclusion Phenomena. 13. 287-293 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Koji Kano: "Chiral Recognition by Cyclic Oligosaccharides. Enatioselective Complexation of Binaphthyl Derivatives with Cyclodextrins" Supramol.Chem.1. (1993)

    • Related Report
      1992 Annual Research Report
  • [Publications] Taizo Ishimura: "Hydrogen Bonding in Water.Pyrene-1-carboxylate-β-Cyclodextrin Complex" J.Chem.Soc.,Perkin Trans.2.

    • Related Report
      1992 Annual Research Report
  • [Publications] Koji Kano: "Control of Headgroup Orientation of Monolayer by Glucolipid" J.Phys.Chem.95. 7839-7843 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Koji Kano: "Cyclodextrin-Induced Conformational Enantiomerism of Dinaphthylmethanes" J.Org.Chem.56. 6579-6585 (1991)

    • Related Report
      1991 Annual Research Report

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Published: 1991-04-01   Modified: 2016-04-21  

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