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1994 Fiscal Year Final Research Report Summary

Development of color-change indicators using inclusion complex formation

Research Project

Project/Area Number 04453096
Research Category

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

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionTokyo Institute of Technology

Principal Investigator

UENO Akihiko  Tokyo Institute of Tecnnology, 生命理工学部, 教授 (50091658)

Co-Investigator(Kenkyū-buntansha) IKEDA Hiroshi  Tokyo Institute of Technology, 生命理工学部, 技官 (70201910)
NAKAMURA Asao  Tokyo Institute of Technology, 生命理工学部, 助手 (50155818)
IKEDA Tsukasa  Tokyo Institute of Technology, 生命理工学部, 助手 (40151295)
Project Period (FY) 1992 – 1994
Keywordscyclodextrin / color change / indicator / inclusion complex / host-guest / steroid / molecular recognition / p-nitrophenol
Research Abstract

Cyclodextrins (CDs) are spectroscopically inert, but they can be converted into spectroscopically active compounds by modification with cheomophores. In this study, we prepared several dye-modified CDs to construct color-change indicators for molecules.
We found that the chromophore-modified CDs change the location of the chromophore from their own hydrophobic cavity to the outside water environment upon guest accommodation. This environmental change around the chromophore moiety usually causes perturbation in its spectroscopic property. On this basis, methyl-red modified CD changes color from yellow to red upon guest binding in acidic media. On the other hand, p-nitrophenol-modified alpha-CD and beta-CD undergo guest-induced color (yellow)-to-colorless change under neutral pH conditions. Futhermore, we prepared phenolphthalein-modified beta-CD,which also undergoes color (purple)-to-colorless change upon guest binding. All these hosts exhibit different affinities for guest species, and consequently they can be used as color-change indicators for molecules.

  • Research Products

    (13 results)

All Other

All Publications (13 results)

  • [Publications] Kita Hamasaki: "Fluorescent Sensors of Molecular Recognition.Modified Cyclodextrins Capable of Exhibiting Guest-Responsive TICT Fluorescence" J.Am.Chem.Soc.115. 5035-5040 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tetsuo Kuwabara: "A Novel Color-Change Indicator for Molecules.Guest-induced Color-to-Colorless Change of p-nitrophenol-modified beta-Cyciodextrin" Chem.Lett. 2081-2084 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tetsuo Kuwabara: "Supramolecular Thermochromism of a Dye-appended beta-Cyclodextrin" J.Chem.Soc.,Chem.Commun.689-690 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Keita Hamasaki: "Molecular Recognition Indicators of Modified Cyclodextrins Using Intramolecular Charge Transfer Fluorescence" Bull.Chem.Soc.Jpn.67. 516-523 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yong Wang: "Dansyl-beta-Cyclodextrins as Fluorescent Sensors Responsive to Organic Compounds" Bull.Chem.Soc.Jpn.7. 1598-1607 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tetsuo Kuwabara: "Inclusion Complexes and Guest-induced Color Changes of pH-Indic ator-Modified beta-Cyclodex-trins" J.Phys.Chem.98. 6297-6303 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tesuo Kuwabara: "Inclusion Complexes and Guest-induced Color Changes of pH-Indicator-modified beta-Cyclodextrin" J.Phys.Chem. 98. 6297-6303 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yong Wang: "Dansyl-beta-Cyclodextrins as Fluorescent Sensors responsive to Organic Compounds" Bull.Chem.Soc.Jpn.67. 1598-1607 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Fumio Hamada: "Dansyl-modified gamma-Cyclodextrin as a Fluorescent Sensor for Molecular Recognition" J.Inclusion Phenomena and Molecular Recognition. 15. 273-279 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Keita Hamasaki: "Molecular Recognition Indicators of Modified Cyclodextrins Using Twisted Intra-molecular Charge Transfer Fluorescence" Bull.Chem.Soc.Jpn.67. 516-523 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Tetsuo Kuwabara: "Supramolecular Thermochromism of a Dye-appended beta-Cyclodextrin" J.Chem.Soc., Chem.Commun.689-690 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yong Wang: "Synthesis of a Cyclodextrin Heterodimer Having alpha- and beta-Cyclodextrin Units and Its Cooperative and Site-Specific Binding" Chem.Lett.167-170 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Akihiko Ueno: "Fluorescent Sensors and Color-Change Indicators for Molecules" Advanced Materials. 5. 132-134

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 1996-04-15  

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