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Construction of Molecule Sensing Systems and Evaluation of Their Abilities

Research Project

Project/Area Number 10555300
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section展開研究
Research Field 工業物理化学
Research InstitutionTokyo Institute of Technology

Principal Investigator

UENO Akihiko  Tokyo Institute of Technology, Graduate School of Bioscience and Biotechnology, Professor, 大学院・生命理工学研究科, 教授 (50091658)

Co-Investigator(Kenkyū-buntansha) FUJITA Tomio  Shimadu Manufacturing Co.Chief engineer, 分析機器事業部, 主任技師(研究職)
IKEDA Hiroshi  Tokyo Institute of Technology, Graduate School of Bioscience and Biotechnology, Assistant professor, 大学院・生命理工学研究科, 助手 (70201910)
MIHARA Hisakazu  Tokyo Institute of Technology, Graduate School of Bioscience and Biotechnology, Associate professor, 大学院・生命理工学研究科, 助教授 (30183966)
TAKANO Jyun  Shimadu Manufacturing Co.Chief manager, 新事業推進部, 専門課長(研究職)
Project Period (FY) 1998 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥13,200,000 (Direct Cost: ¥13,200,000)
Fiscal Year 1999: ¥6,300,000 (Direct Cost: ¥6,300,000)
Fiscal Year 1998: ¥6,900,000 (Direct Cost: ¥6,900,000)
Keywordscyclodextrin / fluorescence / dansyl / inclusion complex / host-guest / sensor / (1)ダンシル / (2)蛍光 / (3)β-シクロデキストリン / (4)ガラス / (5)光ファイバー / (6)分子包接 / (7)ホスト・ゲスト / 分子認識 / シクロデキストリン / シクロファン
Research Abstract

Heretofore, we have developed fluorescent cyclodextrins as chemosensors for detecting organic species in aqueous solution. In those cases, the fluorescent moiety attached to cyclodextrin (CD) is excluded from the cavity upon guest accommodation. The object of this study is to produce solid devices containing the fluorescent CDs for application so that they may be used in industry. We used cellulose and glass as solid substrates. As fluorescent CDs, we prepared a novel fluorescent CD (DnsGlu-β-CD), which has dansyl attached glutamic acid bearing free carboxyl group to be reacted with amino group of the substrates. We also prepared another fluorescent CD (DnsC4-β-CD), which was prepared by the reaction between dansylglycine and 1,4-diaminobutane-modified β-CD to be immobilized to cellulose. Cellulose was treated with NaIO_4 and then reacted with 1,6-diaminohexane in the presence of NaCNBH_3. Condensation between carboxyl group of DnsGlu-β-CD and amino group of the modified cellulose gave DnsGlu-β-CD-immobilized cellulose. On the other hand, DnsC4-β-CD was reacted with aldehyde groups of NaIO_4-treated cellulose in the presence of NaCNBH_3 to give DnsC4-β-CD-immobilized cellulose. Both DnsGlu-β-CD- and DnsC4-β-CD-immobilized cellulose membranes decreased the fluorescence intensity upon guest addition in water, indicating that molecule responsive fluorescent papers were produced. On the other hand, we treated glass with 3-aminopropyltorimethoxysilane to introduce amino groups on the surface of the glass. The condensation between the carboxyl group of DnsGlu-β-CD and amino groups of the glass gave DnsGlu-β-CD-immobilized glass, but no guest-induced fluorescence change was observed probably due to adsorption of the dansyl moiety on the surface of the glass. We are exploring the method to overcome this difficulty.

Report

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

    (29 results)

All Other

All Publications (29 results)

  • [Publications] M.Akhter Hossain etal.: "Association and Guest-inducod Dissociation of a Novel a-Helix Peptide Boaring Pyrene and γ-Cyclodextrin in the sido chains"chem.lett.. 252-253 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M.Tamura and A.Ueno: "Energy Transfer and Guest Responsive Fluorescomco Spectra of Polyrotanane Consisting of α-Cyclodertrins Bearing Naphthyl Moieties"Bull.Chem.Soc.Jpn. 73. 147-154 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Woo-Sang Leg and A.Ueno: "A New Feature of Bifunctional Catolysis,Cyclodextrins Boaring Two Imiduzole Moletios as Hydrolysis Enzyme Model"chem.Lett.. 258-259 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] I,Kumagai etal.: "Construction of HIV Rev Peptides Contacning Peptide Nucleic Acid That Bind HIV PRE IIB RNA"Bioorganic & Medicinal Chem.Lett.. 10. 377-379 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S,Matsumura etal.: "Construction of α-Helix Peptides with β-Cyclodextrin and Dansyl Units and Their Conformacional and Molecule Senging Properties"Chem.Gur.J.. 6. 1781-1788 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H,Tsutsumi etal.: "Rate Enhamement and Enantioselsctivity in Ester Hydrolysis Catulyzay by Cyclodextrin-peptide Hybrids"J.Chem.Soc.,Per-kin Trans 2. 1813-1818 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M.Tamura, D.Gao, A.Ueno: "A Polyrotaxane Series Containing α-Cyclodextrin and Naphthalene-Modified α-Cyclodextrin as a Light-Harvesting Antenna System"Chem.Eur.J.. (in press.).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] K.Hamasaki, R.Suzuki, H.Mihara, A.Ueno: "Remarkable Stabilization of the α-Helix Structure by an Intramolecular Host-Guest Bridge in a Cyclodextrin-Peptide Hybrid"Macromol.Rapid Commun.. (in Press.).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] W-S.Lee, A Ueno: "Photocontrol of the Catalytic Activity of a β-Cyclodextrin Bearing Azobenzene and Histidine Moieties as a Pendant Group"Macromol.Rapid Commun.. (in Press.).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T.Aoyagi, H.Ikeda, A.Ueno: "Fluorescence Properties, Induced-Fit Guest Binding and Molecular Recognition Abilities of Modified γ-Cyclodextrins Bearing Two Pyrene Moieties"Bull.Chem.Soc.Jpn.. 74. 157-164 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Matsumura, S.Sakamoto A.Ueno, H.Mihara: "Construction of α-Helix Peptides with β-Cyclodextrin and Dansyl Units and Their Conformational and Molecular Sensing Properties"Chem.Eur.J.. 6. 1781-1788 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H.Tsutsumi, K.Hamasaki, H.Mihara, A.Ueno: "Cyclodextrin-Peptide Hybrid as a Hydrolytic Catalyst Having Multiple Functional Groups"Bioorg.Med.Chem.Lett.. 10. 741-744 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M.Tamura, A.Ueno: "Energy Transfer and Guest Responsive Fluorescence Spectra of Polyrotaxane Consisting of α-Cyclodextrins Bearing Naphthyl Moieties"Bull.Chem.Soc.Jpn.. 73. 147-154 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M.A.Hossain, K.Hamasaki, H.Mihara, A.Ueno: "Association and Guest-Induced Dissociation of a Novel α-Helix Peptide Bearing Pyrene and γ-Cyclodextrin in the Side Chain"Chem.Lett.. 252-253 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] W-S.Lee, A.Ueno: "A New Feature of Bifunctional Catalysis. Cyclodextrins Bearing Two Imidazole Moieties as Hydrolysis Enzyme Model"Chem.Lett.. 258-259 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M.A.Hossain, S.Matsumura, T.Kanai, K.Hamasaki, H.Mihara, A.Ueno: "Association of α-Helix Peptides That Have γ-Cyclodextrin in the Side Chain, and Induction of Dissociation of the Association Dimer by External Stimulant"J.Chem.Soc., Perkin Trans.. 2. 1527-1533 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T.Kuwabara: "Color Change Indicator for Molecules Using Methyl Redmodified cyclodextrins"Anal.Chem.. 71. 2844-2849 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Ikunaga: "The Effects of Avidin on Inclusion Phenomena and Flourescent Properties of Biotin-Appending Dansyl-Modified β-Cyclodextrin"Chem.Eur.J. 5. 2698-2704 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] A.Ueno: "Fluorescent Cyclodextrins Responsive to Molecules and Metal Ions"J.Org.Chem. 64. 382-387 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Tanabe: "The Stability of Self-Inclusion Complexes of Cyclodextrin Derivatives Bearing a P-Dimethylaminobenzene Moiety"J.Inclusion Phonom. 36. 79-93 (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Akhter: "Association and Guest-induced Dissociation of a Novel αHelix Peptide Bearing Pyrene and γ-Cylodextrin in the Side Chain"Chem. Lett. (印刷中). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] Woo-Sang Lee: "A New Feature of Biofunctional Catalysis. Cyclodextrins Bearing Two Imidazol Moieties as Hydrolysis Enzyme Model"Chem. Lett. (印刷中). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] Shinji Usui: "The Structure of Mono-(3-amino-3-deoxy)-α-Cyclodextrin in aquecus Sdution-Molecular Dynamics and NMR studies" J.Molecular Structure. 442. 161-168 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Taiyo Aoyagi: "Synthesis and Photoisomerization of an Azobenzene Derivative Bearing Two β-Cyclodextrin Units at Both Ends" Makromol.Chem.Rapid Commun.19. 103-105 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Akihiko Ueno: "Guest-responsive Excimer Fluorescence of β-Cyclodextrin Bearing a Pendant with two Pyrene Moieties" Makromol.Chom.Rapld Commun.19. 103-105 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Seizi Sakamoto: "Molecular Assembly of Two-α-helix Peptide Induced by Huem Binding" Chem.Commun.1073-1074 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Makio Tamura: "Energy Tranfer in a Rotaxane with a Narhthalene-modified α-Cyclodextrin Threaded by Dansyl-terminated PEG" Chem.Lett.369-370 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Sanyo Hamai: "H-NMR Inventigation of the Binding of 2-Methylnaphthalene to αーCyclodextrin in P_2O solutions" J.of Inclusion Phenomena and Moleaclar Recognition in Chemistry. 31. 265-273 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Akihiko Ueno: "Fluorescent Cyclodextrins Responsive to Molecules and Metal Ions." J.Org.Chem.64. 382-387 (1999)

    • Related Report
      1998 Annual Research Report

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Published: 1998-04-01   Modified: 2016-04-21  

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