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Visualization of the Molecular Properties Using Phenolphthalein Derivatives

Research Project

Project/Area Number 14572003
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionKYOTO UNIVERSITY

Principal Investigator

TSUBAKI Kazunori  KYOTO UNIVERSITY, Institute for Chemical Research, Instructor, 化学研究所, 助手 (50303897)

Project Period (FY) 2002 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥2,900,000 (Direct Cost: ¥2,900,000)
Fiscal Year 2003: ¥1,400,000 (Direct Cost: ¥1,400,000)
Fiscal Year 2002: ¥1,500,000 (Direct Cost: ¥1,500,000)
KeywordsSupramolecular Chemistry / Phenolnhthalein / Hydrogen Bonding / Molecular Recognition / Visualization / Host-Guest Chemistry / 呈色認識
Research Abstract

During the past two years, we have investigated three types of visual recognition of guest properties using host compounds, hybrid molecules of phenolphthalein and two crownethers. (i)Sequence-Selective Visual Recognition of Nonprotected Dipeptides; A host molecule has an ability for developing brilliant purple color in the presence of dipeptides with a specific amino acid-sequence containing lysine as a C-terminal. This type of color development could be extended to the detection of oligopeptides of a specific sequence at the N-terminal such as scyliorhiin I and APP_<770>(394-410). (ii)Construction of a Variable Temperature Visual Read-Out System for Sodium and Potassium Ions; We have found the first artificial recognition system in which sodium and potassium ions show opposite behaviors. Thus, the absorbance at around 566 nm by the complex of host and NaOH increased as the temperature decreased. In contrast, color development between host and KOR decreased as the temperature decreased. These phenomena were caused by an equilibrium among the host molecule, a colored complex, and a colorless complex. (iii)Visual Enantiomeric Recognition of β-Amino Alcohols; we have developed a phenolphthalein based phenyl groups substituted crown ethers host. The host molecule has an ability to discriminate chirality of β-amino alcohols by naked-eye detectable color change. We really observed strength of color development of this host molecule and (S)-or (R)-guest was reversed at inversion temperature.

Report

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

    (6 results)

All Other

All Publications (6 results)

  • [Publications] K.Tsubaki, T.Kusumoto, N.Hayashi, M.Nuruzzaman, K.Fuji: "Sequence-Selective Visual Recognition of Nonprotected Dipeptides"Organic Letters. 4. 2313-2316 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Tsubaki, T.Kusumoto, N.Hayashi, M.Nuruzzaman, K.Fuji: "Sequence-Selective Visual Recognition of Nonprotected Dipeptides"Organic Letters. 4. 2313-2316 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Tsubaki, T.Kusumoto, N.Hayashi, M.Nuruzzaman, K.Fuji: "Sequence-Selective Visual Recognition of Nonprotected Dipeptides"Organic Letters. 4. 2313-2316 (2002)

    • Related Report
      2003 Annual Research Report
  • [Publications] K.Tsubaki, N.Hayashi, M.Nuruzzaman, T.Kusumoto, K.Fuji: "Visual Recognition of Triamines by Phenolphthalein Derivatives : Consideration of the Structure of the Colored Complex"Organic Letters. 3. 4067-4069 (2001)

    • Related Report
      2002 Annual Research Report
  • [Publications] K.Tsubaki, M.Nuruzzaman, T.Kusumoto, N.Hayashi, W.Bin-Gui, K.Fuji: "Visual Enantiomeric Recognition Using Chiral Phenolphthalein Derivatives"Organic Letters. 3. 4071-4073 (2001)

    • Related Report
      2002 Annual Research Report
  • [Publications] K.Tsubaki, T.Kusumoto, N.Hayashi, M.Nuruzzaman, K.Fuji: "Sequence-Selective Visual Recognition of Nonprotected Dipeptides"Organic Letters. 4. 2313-2316 (2002)

    • Related Report
      2002 Annual Research Report

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

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