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DEVELOPMENT OF CROWN-ETHER TYPE FLUORESCENT AND COLORIMETRIC REAGENT WITH AN INTRAMOLECULAR INTERACTION

Research Project

Project/Area Number 05453065
Research Category

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

Allocation TypeSingle-year Grants
Research Field 分離・精製・検出法
Research InstitutionHOKKAIDO UNIVERSITY

Principal Investigator

NAKAMURA Hiroshi  Hokkaido University, Graduate School of Environmental Earth Science, professor, 大学院・地球環境科学研究科, 教授 (00117194)

Co-Investigator(Kenkyū-buntansha) YOSHIDA Noboru  Hokkaido University, Graduate School of Environmental Earth Science, Associate P, 大学院・地球環境科学研究科, 助教授 (00158461)
Project Period (FY) 1993 – 1994
Project Status Completed (Fiscal Year 1994)
Budget Amount *help
¥7,500,000 (Direct Cost: ¥7,500,000)
Fiscal Year 1994: ¥1,700,000 (Direct Cost: ¥1,700,000)
Fiscal Year 1993: ¥5,800,000 (Direct Cost: ¥5,800,000)
KeywordsFluorescent Reagents / Excimer / Alkaline Earth Metal / Anthracene / Polyether / ケイ光試薬 / エキサイマー / ピレン
Research Abstract

Open chain type crown ether analogues were synthesized from alpha, omega-diaminopolyether compounds and aromatic carboxylic acids such as anthracene-9-carboxylic acid. Fluorescence spectra were measured in acetonitrile solution. The spectrum changed from a monomer type spectrum to an excimer type one by the addition of alkaline earth metal salts. The complex formation constants were determined from these spectral changes. The complexing abilities were affected by the length of polyether chain and/or the type of aromatic rings which were pendent in the both sides of polyether chain. In the case of the combination of pyrene-anthracene rings with the polyether chain, complexing ability was 80 times greater than that of the combination of two anthracene rings. However, in both cases, the order of the complexing abilitie were Ca^<2+>>Sr^<2+>>Ba^<2+>>Mg^<2+>. This order is attributed to the surface charge density and also to the ionic size of the alkaline earth metal cation.
The chain length affected the shapes of fluorescence spectra. The reagent with short oxyethylene chain showed an increase of monomer peak of anthracene in the addition of Mg^<2+> or Ca^<2+>. This was caused by stability of the open form complexes. The reagent with long oxyethylene chain also showed the same phenomenon. This was attributed to the improper stacking of antharcene rings. These interpretation was also confirmed by ^1H-NMR spectra (2-Dimensional H-H COSY and NOESY spectra) .

Report

(3 results)
  • 1994 Annual Research Report   Final Research Report Summary
  • 1993 Annual Research Report
  • Research Products

    (16 results)

All Other

All Publications (16 results)

  • [Publications] Yusuke Kakizawa: "Syntheses and Complexing Behavior of New Fluorescent Reagents for Alkaline Earth Metal Ions" Chemistry Letters.1671-1674 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masami Fukushima: "Interaction between Humic Acids and Copper(II) Oxinate" Analytica Chimica Acta. 289. 223-230 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Kazuharu Sugawara: "Electrochemical Determination of Avidin-Biotin Binding Using an Electroactive Biotin Derivative as a Marker" Bioelectrochemistry and Bioenergetics. 33. 205-207 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Kazuharu Sugawara: "Electrochemical Assay of Avidin and Biotin Using a Biotin Derivative Labeled with an Electroactive Compound" Analytical Chemistry. 67. 299-302 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masami Fukushima: "Interpretation of Acid-Base Equilibria of Humic Acid by Continuous pK Distribution Model and Electrostatic Model" Analytica Chimica Acta. 302. 365-373 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Yusuke kakizawa: "Syntheses and Complexing Behavior of New Fluorescent Reagents for Alkaline Earth Metal Ions" Chemistry Letters. 1993. 1671-1674 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masami Fukushima: "Interaction between Humic Acids and Copper (II) Oxinate" Analytica Chimica Acta. 289. 223-230 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Kazuharu Sugawara: "Electrochemical Determination of Avidin-Biotin Binding Using an Electroactive Biotin Derivative as a Marker" Bioelectrochemistry and Bioenergetics. 33. 205-207 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Kazuharu Sugawara: "Electrochemical Assay of Avidin and Biotin Using a Biotin Derivative Labeled with an Electroactive Compound" Analytical Chemistry. 67. 299-302 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masami Fukushima: "Interpretation of Acid-Base Equilibria of Humic Acid by Continuous pK Distribution Model and Electrostatic Model" Analytica Chimica Acta. 302. 365-373 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Kazuhara Sugawara: "Electrochemical Assay of Avidin and Biotin Using a Biotin Derivative Labeled with an Electroactive Compound21GC01:Analytical Chemistry" 67. 299-302 (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] Masami Fukushima: "Interpretation of Acid-Base Equilibria of Humic Acid by Continuous pK Distribution Model and Electrostatic Model" Analytica Chimica Acta. 302. 365-373 (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] Y.Kakizawa: "Syntheses and complexing behavior of new fluorescent reagents for alkaline earth metal ions" Chem.Lett.1671-1674 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] M.Fukushima: "Interaction between humic acids and copper(II) oxinate,Anal." Chim.Acta. (in press.).

    • Related Report
      1993 Annual Research Report
  • [Publications] K.Sugawara: "Electrochemical detection of avidin-biotin binding using an electroactive biotin derivative as a marker" Bioelectrochem.Bioenerg. (in press.).

    • Related Report
      1993 Annual Research Report
  • [Publications] H.Nakamura: "Time resolved electron spin resonance spectra of linked radical pairs on laser excitation of zinc tetraphenylporphyrin-viologen systems" J.Phys.Chem. 97. 554-556 (1993)

    • Related Report
      1993 Annual Research Report

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Published: 1993-04-01   Modified: 2016-04-21  

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