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Development of Polyether Type Chromogenic Reagents Based on Interaction between Aromatic π-Electrons

Research Project

Project/Area Number 09555260
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section展開研究
Research Field 工業分析化学
Research InstitutionHokkaido University

Principal Investigator

NAKAMURA Hiroshi  Hokkaido Univ., Grad. School of Env. Earth Sci., Pro., 大学院・地球環境科学研究科, 教授 (00117194)

Co-Investigator(Kenkyū-buntansha) HAYASHITA Takashi  Tohoku Univ., Grad. School of Sci.. Asso. Pro., 大学院・理学研究科, 助教授 (70183564)
YOSHIDA Noboru  Hokkaido Univ., Grad. School of Env. Earth Sci., Asso. Pro., 大学院・地球環境科学研究科, 助教授 (00158461)
TANAKA Shunitz  Hokkaido Univ., Grad. School of Env. Earth Sci., Pro., 大学院・地球環境科学研究科, 教授 (30142194)
MOROZUMI Tatuya  Hokkaido Univ.. Grad. School of Sci., Inst., 大学院・理学研究科, 助手 (50271713)
Project Period (FY) 1997 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥11,900,000 (Direct Cost: ¥11,900,000)
Fiscal Year 1999: ¥1,400,000 (Direct Cost: ¥1,400,000)
Fiscal Year 1998: ¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 1997: ¥7,000,000 (Direct Cost: ¥7,000,000)
KeywordsComplexation / Molecular Recognition / Fluorescence Spectrum / Crown Ether / Alkaline Earth Metal / 蛍光寿命
Research Abstract

Fluorescent reagents which have a new emission mode change of the fluorescence have been developed. The structures of these reagent consisted of polyoxyethylene chains which have various fluorescent moieties in the both terminals. The molecular designs and syntheses of the reagents were taken place, and their properties as analytical reagents for alkaline earth metal ions were assessed.
(1) The pyrene rings were introduced to the polyoxyethyene as fluorescent moieties, and benzene rings were inserted in the polyether as a part of oxyethylene in order to increase rigidity of the ligand. This reagent complexed with alkaline earth metal ions and the fluorescence spectra changed from an excimer to a monomer emission. This properties could be applied to an analytical uses. The detailed structural change were discussed byィイD11ィエD1 HNMR data.
(2) The anilide moiety were introduced between anthracene and polyether moieties. This reagent scarcely emitted a fluorescence from anthracen part in the free form, but gave a strong fluorescence in the complex form with alkaline earth metal ions. This phenomena could be interpreted as a TICT mechanism.
(3) The two different fluorescent moieties were introduced to the both terminals of polyethers asymmetrically.
This compounds showed a fluorescence via energy transfer from one to another fluorescent moieties. This fluorescence changed to an exciplex emission by the complexation with alkaline earth metal ions.

Report

(4 results)
  • 1999 Annual Research Report   Final Research Report Summary
  • 1998 Annual Research Report
  • 1997 Annual Research Report
  • Research Products

    (54 results)

All Other

All Publications (54 results)

  • [Publications] Kazuharu Sugawara: "Effect of the Steric Hindrance and Alkyl Chain of a Biotin Derivative to Avidin-Biotin Binding"Analytical Sciences. 13(4). 677-679 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masami Fukushima: "Elution of Pyrene from Activated Carbon into an Aqueous System Containing Humic Acid"Environmental Science & Technology. 31(8). 2218-2222 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Ruriko Tahara: "Photoisomerization of Azobenezocrown Ethers. Effect of Complexation of Alkaline Earth Metal Ions"The Journal of Physical Chemistry. 101(39). 7736-7743 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masami Fukushima: "Investigation of Copper(II)-Binding Behavior of Fulvic Acids by Three-Dimensional Fluorescence Spectrometry"Analytical Sciences. 13(6). 1011-1015 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masami Fukushima: "Speciation Analysis of Chromium after Reduction of Chromium(VI) by Humic Acid"Toxicological and Environmental Chemistry. 62. 207-215 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Noboru Yoshida: "Synthesis and Structure of a Dinuclear Zinc(II) Triple Helix of N, N-Bis-bidentate Schiff Base : New Building Blocks for the Construction of Helical Structure"Chem.Commun.. 1997. 1091-1092 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Noboru Yoshida: "Formation of a Three-Dimensional Hydrogen-Bonding Network by Self-Assembly of the CuII Complex of a Semi-Bidentate Schiff Base"J.Chem.Soc., Perkin Trans.2. 2. 2387-2392 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Takashi Hayashita: "Chromoionophores Based on Crown Ethers and Related Structures for Alkali Metal Ion Sensing in Aqueous Media"Journal of Inclusion Phenomena and Molecular Recognition in Chemistry. 32(1). 251-265 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Ruriko Tahara: "New Fluorophores Based on Non-Cyclic Crown Ether for Alkali and Alkaline Earth Metal Cation"Journal of Inclusion Phenomena and Molecular Recognition in Chemistry. 32(1). 283-294 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Yoshio Suzuki: "New Fluorimetric Alkali and Alkaline Earth Metal Cation Sensors Based on Non-Cyclic Crown Ether by Means of Intramolecular Excimer Formation of Pyrene"The Journal of Physical Chemistry. 102(40). 7910-7917 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masami Fukushima: "Photocatalytic Production of Hydrogen Peroxide by Tris(2,2'-bipyridine) Ruthenium(II) Using Humic Acids as Electron Donor"Environmental Science and Technology. 32(24). 3948-3953 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kazuharu Sugawara: "Electrochemical Detection of Lectin Using a Galactosamine Labeled with Daunomycin"Talanta. 47. 665-671 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Noboru Yoshida: "Dynamic Aspects in Host-Guest Interactions. 5. Kinetics of the Metal Complexation Reactions of 2-(5-Bromo-2-pyridylazo)-5-(N-propyl-N-Sulfopropylamino)phenol Associated with cyclodextrin Inclusion Reactions"J.Phys.Chem.. 102. 1523-1529 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Noboru Yoshida: "Self-Assembling Tetranuclear Copper(II) Complex of a Bis-Bindentate Schiff Base : Double-Helical Structure Induced by Aromatic π...π and CH...π Interactions"Chem.Commun.. 1998. 63-64 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Noboru Yoshida: "Structure and Molecular Recognition of Chiral Amino-Cyclodextrin : One-dimensional Array by Self-assembly in Solid and Chiral Discrimination in Solution"Supramol.Chem.. 10. 63-67 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Ken Nakayasu: "Comparative Studies of the Reduction Behavior of Chromium(VI) by Humic Substances and Their Precursors"Environmental Toxicology and Chemistry. 18(6). 1085-1090 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Hideki Kuramitz: "Electrocatalytic Reduction of Hemoglobin at a Self-Assembled Monolayer Electrode Containing Redox Dye, Nile Blue as an Electron-Transfer Mediator"Analytical Sciences. 15(3). 589-592 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Hideki Kuramitz: "Control of Electrocatalytic Oxidation of NADH Using an Interaction between Labeled Biotin with Dopamine and Avidin"Journal of Electroanalytical Chemistry. 466. 117-121 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Hideki Kuramitz: "Electrochemical Evaluation of Interaction between Avidin and Biotin Self-assembled Using Marker Ions"Chemistry Letters. 1999. 725-726 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 穴田貴久: "アントラセンを末端に有するポリエーテル型蛍光試薬の錯形成挙動"分析化学. 48(12). (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Noboru Yoshida: "Induced circular dichroism spectra of α-, β-, and γ-cyclodextrin complexes with π-conjugate compounds. Part2. Chiral dimer formation and polarization directions of the π-π^* transitions in some hydroxyazo guests having a naphthalene nucleus"Journal of Chemical Society, Perkin Trans. 2. 1999. 379-386 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Noboru Yoshida: "Copper(II) assisted self-assembly of bis-N, O-bindentate Schiff bases : new building blocks for a double-helical supramolecular motif"Journal of Chemical Society, Perkin Trans. 2. 1999. 975-983 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] K. Sugawara: "Effect of the Steric Hindrance and Alkyl Chain of a Biotin Derivative to Avidin-Biotin Binding"Analytical Science. 13(4). 677-679 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M. Fukushima: "Elution of Pyrene from Activated Carbon into an Aqueous System Containing Humic Acid"Environmental Science & Technology. 31(8). 2218-2222 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] R. Tahara: "Photoisomerization of Azobenezocrown Ethers. Effect of Complexation of Alkaline Earth Metal Ions"The Journal of Physical Chemistry. 101(39). 7736-7743 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M. Fukushima: "Investigation of Copper(H)-Binding Behavior of Fulvic Acids by Three-Dimensional Fluorescence Spectrometry"Analytical Science. 13(6). 1011-1015 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M. Fukushima: "Speciation Analysis of Chromium after Reduction of Chromium(VI) by Humic Acid"Toxicological and Environment Chemistry. 62. 207-215 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Yoshida: "Synthesis and Structure of a Dinuclear Zinc(II) Triple Helix of N, N-Bis-bidentate Schiff Base : New Building Blocks for the Construction of Helical Structure"Chem. Commum.. 1997. 1091-1092 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Yoshida: "Formation of a Three-Dimensional Hydrogen-Bonding Network by Self-Assembly of the Cull Comlex of a Semi-Bidentate Schiff Base"J. Chem. Soc., Perkin Trans. 2. 1997. 2387-2392 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T. Hayashita: "Chromoionophores Based on Crown Ethers and Related Structures for Alkali Metal Ion Sensing in Aqueous Media"Journal of Inclusion Phenomeana and Molecular Recognition in Chemistry. 32(1). 251-265 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] R. Tahara: "New Fluorophores Based on Non-Cyclic Crown Ether for Alkali and Alkaline Earth Metal Cation"Journal of Inclusion Phenomeana and Molecular Recognition in Chemistry. 32(1). 283-294 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Y. Suzuki: "New Fluorimetic Alkali and Alkaline Earth Metal Cation Sensors Based on Non-Cyclic Crown Ether by Means of Intramolecular Excimer Formation of Pyrene"The Journal of Physical Chemistry. 102(40). 7910-7917 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] K. Sugawara: "Electrochemical Detection of Lectin Using a Galactosamine Labeled with Daunomycin"Talanta. 47. 665-671 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M. Fukushima: "Photocatalytic Production of Hydrogen Peroxide by Tris(2,2'-bipyridine) Ruthenium(II) Using Humic Acids as Electron Donor"Environment Science and Technology. 32(24). 3948-3953 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Yoshida: "Dynamic Aspects in Host-Guest Interactions. 5. Kinetics of the Metal Complexation Reactions of 2-(5-Brom0-2 -pyridylazo)-5-(N-propyl-N-Shulfopropylamino)phenol Associated with cyclodextrin Inclusion Reaction"J. Phys. Chem.. 102. 1523-1529 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Yoshida: "Self-Assembling Tetranuclear Copper(II) Complex of a Bis-Bindentate Schiff Base : Double-Helical Structure Induced by Aromatic π... Π and CH... Π Interactions"Chem. Commum.. 1998. 63-64 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Yoshida: "Structure and Molecular Ignition of Chiral Amino-Cyclodextrin : One-dimensional Array by Self-assembly in Solid and Chiral Discrimination in Solution"Supramol. Chem.. 10. 63-67 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] K. Nakayasu: "Comphrative Studies of the Reduction Behavior of Chromium(VI) by Humic Substances and Their Precursors"Environment and Toxicological Chemistry. 18(6). 1085-1090 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Kuramitz: "Electrocatalytic Reduction of Hemoglobin at a Self-Assembled Monolayer Electrode Containing Redox Dye, Nile Blue as an Electron-Transfer Mediator"Analytical Sciences. 15(3). 589-592 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Kuramitz: "A Control of Electrocatalytic Oxidation of NADH Using an Interaction between Labeled Biotin with Dopamine and Avidin"Journal of Electroanalytical Chemistry. 466. 117-121 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Kuramitz: "Electrochemical Evaluation of Interaction between Avidin and Biotin Self-assembled Using Marker Ions"Chemistry Letters. 725-726 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Yoshida: "Induced circular dichroism spectra of α-, β-, and γ-cyclodextrin complexes with π-conjugate compounds. Part2. Chiral dimer formation and polarization directions of the π-π* transitions in some hydroxyazo guests having a naphthalene nucleus"Journal of Chemical Society, Perkin Trans. 2. 379-386 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Yoshida: "Copper(II) assisted self-assembly of bis-N,O-bindentate Schiff bases : new building blocks for a dotible-helical supramolecular motif"Journal of Chemical Society, Perkin Trans. 2. 975-983 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 穴田貴久: "アントラセンを末端に有するポリエーテル型蛍光試薬の錯形成挙動"分析化学. 48(12). 1107-1114 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Mitsuhiko Morisue: "Molecular Recognition and Monolayer Formation of Azobenzene-Containing Nucleobase Amphiphile Assisted by cis-trans Photoisomerization at Air-Water Interface"Molecular Crystal and Liquid Crystal. 337. 457-460 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Hideki Kuramitz: "Electrochemical Evaluation of Interaction between Avidin and Biotin Self-assembled Using Marker Ions"Chemistry Letters. 8. 725-726 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Hideki Kuramitz: "Control of Electrocatalytic Oxidation of NADH Using an Interaction between Labeled Biotin with Dopamine and Avidin"Journal of Electroanalytical Chemistry. 466. 117-121 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Takashi Hayashita: "Chromoionophores Based on Crown Ethers and Related Structures for Alkali Metal Ion Sensing in Aqueous Media" Journal of Inclusion Phenomena and Molecular Recognition in Chemistry. 32(1). 251-265 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Yoshio Suzuki: "New Fluorimetric Alkali and Alkaline Earth Metal Cation Sensors Based on Non-Cyclic Crown Ether by Means of Intramolecular Excimer Formation of Pyrene" The Journal of Physical Chemistry. 102(40). 7910-7917 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Kazuharu Sugawara: "Electrochemical Detection of Lectin Using a Galactosamine Labeled with Daunomycin" Talants. 47. 665-671 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Masami Fukushima: "Photocatalytic Production of Hydrogen Peroxide by Tris(2,2'-bipyridine)Ruthenium(II) Using Humic Acids as Electron Donor" Environmental Science and Technology. 32(24). 3948-3953 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Ruriko Tahara: "Photoisomerization of Azobenezocrown Ethers.Effect of Complexation of Alkaline Earth Metal Ions" The Journal of Physical Chemistry. 101・(39). 7736-7743 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Masami Fukushima: "Investigation of Copper (II)-Bimding Behavior of Fulvic Acids by Three-Dimensional Fluorescence Spectrometry" Analytica Sciences. 13・(6). 1011-1015 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Ruriko Tahara: "New Fluorophores Based on Non-Cyclic Crown Ether for Alkali and Alkaline Earth Metal Cation" Joumal of Inclusion Phenomena. in press (1998)

    • Related Report
      1997 Annual Research Report

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

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