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Syntheses of Highly Functionalized Hosts Having Both Metal Coordination and Hydrogen Bonding Sites and Analysis of the Molecular Recognition Mechanisms.

Research Project

Project/Area Number 09640637
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionHiroshima International University (1998)
Hiroshima University (1997)

Principal Investigator

USUI Shuji  Department of Health Sciences, Hiroshima International University Professor, 保健医療学部, 教授 (20160252)

Project Period (FY) 1997 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥3,000,000 (Direct Cost: ¥3,000,000)
Fiscal Year 1998: ¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 1997: ¥2,000,000 (Direct Cost: ¥2,000,000)
Keywordsmetal coordination / hydrogen bonding / functionalized host / molecular recognition / amino acid / salen complex / association / chiral recognition / サレンニッゲル錯体
Research Abstract

To understand the mechanism of molecular recognition in enzymes, artificial host molecules having both metal coordination and hydrogen bonding sites were synthesized.
(1) Binding study of salen-metal complexes having naphthol ring with amino acid derivatives.
From the NMR titration experiments, it was found that the nickel complex weakly binds with histidine dimethyl ester and the imidazole ring is played a important role in this binding. The cobalt complex is interacted with phenylalanine methyl ester by the fact of the UV spectral changes. The association constant and the host-guest structures are now under investigation.
(2) Binding study of salen-metal complexes having phenol rings with amines.
The nickel complex was found to interact with mono- and diamines by the 1 : 2 and 1 : 1 host-guest ratios, respectively. The binding constants obtained by the NMR titration studies were ca. 10^3-10^4 M^<-1>. Since 2, 7- diaminofluorene shows the largest association constant, both the metal and the central phenol are presumed to be the binding sites. Furthermore the salen manganese complex was shown to have a catalytic activity of olefin epoxidation.

Report

(3 results)
  • 1998 Annual Research Report   Final Research Report Summary
  • 1997 Annual Research Report
  • Research Products

    (6 results)

All Other

All Publications (6 results)

  • [Publications] Yoshimasa Fukuzawa: "Conformational Analysis by Chemical Shift Simulation" Journal of Synthetic Organic Chemistry, Japan. 55・12. 1124-1133 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Hirotaka Kurebayashi: "Conformational Analysis of Dioxa[2.2]orthocyclophanes" Tetrahedron. 54・44. 13495-13504 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Yoshimasa Fukazawa: "Conformational Analysis by Chemical Shift Simulation" J.Synth.Org.Chem., Japan. 55-12. 1124-1133 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Hirotaka Kurabayashi: "Conformational Analysis of Dioxa[2.2]orthocyclophanes" Tetrahedron. 54-44. 13495-13504 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Yoshimasa Fukazawa: "Conformational Analysis by Chemical Shift Simulation" Journal of Synthetic Organic Chemistry,Japan. 55・12. 1124-1133 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] Hirotaka Kurebayashi: "Conformational Analysis of Dioxa[2.2]orthocyclophanes" Tetrahedron. 54・44. 13495-13504 (1998)

    • Related Report
      1998 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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