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Development of Supramolecular Complex Sensor Possessing Biological Recognition Function

Research Project

Project/Area Number 14340230
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field 分離・精製・検出法
Research InstitutionTohoku University

Principal Investigator

HAYASHITA Takashi  Tohoku University, Graduate School of Science, Associate Professor, 大学院・理学研究科, 助教授 (70183564)

Project Period (FY) 2002 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥14,900,000 (Direct Cost: ¥14,900,000)
Fiscal Year 2003: ¥4,700,000 (Direct Cost: ¥4,700,000)
Fiscal Year 2002: ¥10,200,000 (Direct Cost: ¥10,200,000)
KeywordsSupramolecular chemistry / Molecular complex / Sensor / Cyclodextrin / Boronic acid probe / Podand probe / Sugar rcognition / Lead ion recognition / アゾプローブ / ポダンド / 蛍光プローブ / ミセル / ボロン型プローブ
Research Abstract

In this study, novel supramolecular complex sensors for ion and molecule recognition in water have been designed. The boronic acid flouoroionophore/β-CyD complex binds sugars and produces increased fluorescence emission in Water. To evaluate the structural effect, three different boronic acid fluoroionophores in which the boronic acid recognition site and the pyrene fluorophore are conjugated with different length of ester spacer (Cn-PB) or amide spacer (Cn-APB) are designed. Based on the fluorescence emission mechanism (the suppression of PET from pyrene donor to trigonal phenylboronic acid acceptor), the highest response efficiency and selectivity obtained for C1-APB. For selective Pb^<2+> recognition, a podand structure possessing pseudo-18-crown-6 structure that can stabilize Pb^<2+> chelate complexes while reducing the interaction with alkali metal cations is utilized. Thus the podand fluoroionophore (PD-1)/γ-Cyclodextrin (γ-CyD) complex sensor exhibits markedly high selectivity for Pb^<2+> ion in water. The response mechanism is based upon the dimerization of the fluoroionophore inside the γ-CyD, thereby resulting in a Pb^<2+>-selective pyrene dimer emission. The micellar solution is expected to provide a hydrophobic microenvironment that solubilizes the lipophilic fluoroionophore in water and enhances the ionophore/metal interaction. However below the critical micelle concentration (CMC) of Triton X-100, the podand fluoroionophore (DAC-1)/Triton X-100 complex is found to exhibit sit amplified fluorescence response for Pb^<2+> in water. Dynamic light scattering and dark-field microscope analyses reveal that the DAC-1/Triton X-100 complex forms micron-size aggregates triggered by selective Pb^<2+> binding, resulting in the enhancement of fluorescence intensity with a distinct blue shift of the fluorescence emission. This is a novel supramolecular function of the DAC-1/Triton X-100 complex sensor for selective Pb^<2+> recognition in water.

Report

(3 results)
  • 2003 Annual Research Report   Final Research Report Summary
  • 2002 Annual Research Report
  • Research Products

    (32 results)

All Other

All Publications (32 results)

  • [Publications] K.Nochi, A.Yamaguchi, T.Hayashita, T.Uchida, N.Teramae: "Direct Observation of Alkali-Metal Ion Recognition Processes at the Water/heptane Interface by Second Harmonic Generation Spectroscopy"J.Phys.Chem.B. 106. 9906-9911 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Minagawa, T.Hayashita, Dai Qing, R.A.Bartsch, N.Teramae: "Design of Podand Fluoroionophore and Its Recognition Function for Lead Ion"Bunseki Kagaku. 51(9). 681-687 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] A.Yamauchi, T.Hayashita, A.Kato, N.Teramae: "Supramolecular Crown Ether Probe/γ-Cyclodextrin Complex Sensors for Alkali Metal Ion Recognition in Water"Bull.Chem.Soc.Jpn.. 75(7). 1527-1532 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Hayashita, Dai Qing, N.Teramae, S.Y.Moon, S.-K.Chang: "Design and Function of Proton-Ionizable Cyclam Fluoroionophore for Zinc(II) Ion Sensing in Water"J.Ion Exch.. 14. 337-340 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] R.Hayashi, T.Hayashita, T.Yoshikawa, K.Hiratani, R.A.Bartsch, N.Teramae: "Design of Polymer Inclusion Membrane Having Proton-Ionizable Polyether Carriers and Their Separation Function for Lead Ion"Bunseki Kagaku. 52(9). 755-762 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Hayashita, Dai Qing, M.Minagawa, J.C.Lee, C.H.Ku, N.Teramae: "Highly Selective Recognition of Lead Ion in Water by Podand Fluoroionophore/γ-Cyclodextrin Complex Sensor"Chem.Commun.. 2003. 2160-2161 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Hayashita, A.Murakami, N.Teramae: "Alkali Metal Ion Sensing Based on Intramolecular Dimer Formation of Biscrown Ether Azochromophore"Chem.Lett.. 33(5). 568-569 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Hayashita, A.Yamauchi, A.J.Tong, J.C.Lee, B.D.Smith, N.Teramae: "Design of Supramolecular Cyclodextrin Complex Sensors for Ion and Molecule Recognition in Water"J.Incl.Phenom.. (in press). (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] 早下隆士(分担執筆): "化学便覧-基礎編「有機分析試薬」「膜」5章"丸善. 594-617, 632-633 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] 早下隆士(分担執筆): "「超分子科学-ナノ材料創製にむけて」 9章"化学同人. 93-102 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Nochi, A.Yamaguchi, T.Hayashita, T.Uchida, N.Teramae: "Direct Observation of Alkali-Metal Ion Recognition Processes at the Water/heptane Interface by Second Harmonic Generation Spectroscopy"J.Phys.Chem.B.. 106. 9906-9911 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Minagawa, T.Hoyashita, Dai Qing, R.A.Bartsch, N.Teramae: "Design of Podand Fluoroionophore and Its Recognition Function for Lead Ion"Bunseki Kogaku. 51(9). 681-687 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] A.Yamauchi, T.Hayashita, A.Kato, N.Teramae: "Supramolecular Crown Ether Probe/γ-Cyclodextrin Complex Sensors for Alkali Metal Ion Recognition in Water"Bull.Chem.Soc.Jpn.. 75(7). 1527-1532 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Hayashita, Dai Qing, N.Teramae, S.Y.Moon, S.-K.Chang: "Design and Function of Proton-Ionizable Cyclam Fluoroionophore for Zinc(II) Ion Sensing in Water"J.Ion Exchange. 14. 337-340 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] R.Hayshi, T.Hayashita, T.Yoshikawa, K.Hiratani, R.A.Bartsch, N.Teramae: "Design of Polymer Inclusion Membrane Having Proton-ionizable Polyether Carriers and Their Separation Function for Lead Ion"Bunseki Kagaku. 52(9). 755-762 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Hayashita, Dai Qing, M.Minagawa, J.C.Lee, C.H.Ku, N.Teramae: "Highly Selective Recognition of Lead Ion in Water by Podand Fluoroionophore/g-Cyclodextrin Complex Sensor"Chem.Commun.. 2160-2161 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Hayashita, A.Murakami, N.Teramae: "Potassium Ion Selective Signaling Based on Intramolecular Dimer Formation of Biscrown Ether Azochromophore-Chemosensor Exhibiting Forceps Function-"Chem.Lett.. 33(5). 568-569 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Hayashita, A.Yamauchi, A.J.Tong, J.C.Lee, B.D.Smith, N.Teramae: "Design of Supramolecular Cyclodextrin Complex Sensors for Ion and Molecule Recognition in Water"J.Incl.Phenom.. (in press). (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Hayashita(coauthor): "Organic Analytical Reagents, "Membranes", Kagaku Binran (Fundamental), (Ed. by Chemical Society of Japan), Chapter 5"Maruzen. 632-633 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Hayashita(coauthor): "Supramolecular Science -For The Development of Nono-materials-, (Ed. by N.Nakashima) Cahpter 9"Kagaku Dojin. 93-102 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Hayashita, Dai Qing, N.Teramae, S.-K.Chang: "Design and Function of Proton-Ionizable Cyclam Fluoroionophore for Zinc(II)Ion Sensing in Water"J.Ion Exch.. 14. 337-340 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] T.Hayashita, Q.Dai, J.C.Lee, C.N.Teramae: "Highly Selective Recognition of Lead Ion in Water by Podand Fluoroignophore/γ-Cyclodextrin Complex Sensor"Chem.Commun. 2160-2161 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] R.Hayashi, T.Hayashita, R.A.Bartsch, N.teramae: "Design of Polymer Inclusion Membrane Having Proton-ionlzable Polyether Carriers and Their Separation Function for Lead Ion"Bunseki Kagaku. 59(9). 755-762 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] 早下隆士: "超分子複合体センサーの設計とイオン・分子認識機能の評価"ぶんせき. 740-742 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] T.Hayashita, A.Yamauchi, B.D.Smith, N.Teramae: "Design of Supramolecular Cyclodextrin Complex Sensors for Ion and Molecule Recognition in Water"J.Incl.Phenom.. (in press). (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] T.Hayashita, A.Murakami, N.Teramae: "Alkali Metal Ion Sensing Based on Intramolecular Dimer Formation of Biscrown Ether Azochromophore"Chem.Lett.. (in press). (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] 早下隆士(分担執筆): "「超分子科学-ナノ材料創製にむけて」第9章"化学同人. 10 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] K.Nochi, A.Yamaguchi, T.Hayashita, N.Teramae et al.: "Direct Observation of Alkali-Metal Ion Recognition Processes at the Water/heptane Interface by Second Harmonic Generation Spectroscopy"J. Phys. Chem. B. 106. 9906-9911 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] M.Minagawa, T.Hayashita, Dai Qing, N.Teramae et al.: "Design of Podand Fluoroionophore and Its Recognition Function for Lead Ion"Bunseki Kagaku. 51(9). 681-687 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] A.Yamauchi, T.Hayashita, A.Kato, N.Teramae: "Supramolecular Crown Ether Probe/γ-Cyclodextrin Complex Sensors for Alkali Metal Ion Recognition in Water"Bull. Chem. Soc. Jpn.. 75. 1527-1532 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] T.Hayashita, Dai Qing, N.Teramae, S.-K.Chang: "Design and Function of Proton-Ionizable Cyclam Fluoroionophore for Zinc(II) Ion Sensing in Water"J. Ion Exch.. (in press). (2003)

    • Related Report
      2002 Annual Research Report
  • [Publications] 早下隆士(分担執筆): "「分析用有機試薬」,化学便覧-基礎編(改訂5版)第5章,第17節"丸善(日本化学会編)(印刷中). (2003)

    • Related Report
      2002 Annual Research Report

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Published: 2002-04-01   Modified: 2016-04-21  

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