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Development of Molecular Machine System Switched by Redox Stimulation

Research Project

Project/Area Number 24659003
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionKyoto University

Principal Investigator

KIYOSEI Takasu  京都大学, 薬学研究科(研究院), 教授 (10302168)

Project Period (FY) 2012-04-01 – 2014-03-31
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2013: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2012: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywords分子マシン / コンホメーション / 可逆性 / キノン / ヒドロキノン / 酸化還元 / 構造変化 / アミド結合 / 水素結合 / 分子スイッチ / アミド
Research Abstract

Quinones and hydroquinones are ubiquitous components and play key roles of electron transport chain in living cells. We planned to develop a new molecular machine, whose conformation is switchable by the stimulation of redox potential, based on the difference of hydrogen-bonding network between quinones (hydrogen-bond acceptor) and hydroquinones (hydrogen-bond donor).
We designed and synthesized several quinones/hydroquinones possessing an amide side chain at 2-position. it was made clear that conversion of quinones and hydroquinones is reversible under the redox conditions. Moreover, it was proved that the conformation of each compound is very different by spectral analysis such as X-ray, NMR and IR. The preparation of molecular assembler and/or polymer is under investigation.

Report

(3 results)
  • 2013 Annual Research Report   Final Research Report ( PDF )
  • 2012 Research-status Report
  • Research Products

    (8 results)

All 2014 2013 2012 Other

All Journal Article (2 results) (of which Peer Reviewed: 2 results) Presentation (6 results) (of which Invited: 2 results)

  • [Journal Article] 2. Synthesis of Functionalized Polycyclic Aromatic Compounds via a Formal [2+2]-cycloaddition2014

    • Author(s)
      Nagamoto, Y.; Yamaoka, Y.; Fujimura, S.; Takemoto, Y.; Takasu, K
    • Journal Title

      Org. Lett.

      Volume: 16 Issue: 3 Pages: 1008-1011

    • DOI

      10.1021/ol403757e

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Design of pH-dependent DNA Cleavage Agents Activated through Ring Contraction Rearrangement2013

    • Author(s)
      Yuuki Nagamoto, Akira Hattori, Hideaki Kakeya, Yoshiji Takemoto, Kiyosei Takasu
    • Journal Title

      Chem. Commun.

      Volume: (In Press) Issue: 26 Pages: 262-264

    • DOI

      10.1039/c3cc39246e

    • Related Report
      2013 Final Research Report 2012 Research-status Report
    • Peer Reviewed
  • [Presentation] 小員環炭化水素化学の発掘2014

    • Author(s)
      高須清誠
    • Organizer
      有機合成2月セミナー「有機合成のニュートレンド2014」
    • Place of Presentation
      大阪
    • Related Report
      2013 Final Research Report
  • [Presentation] 小員環炭化水素化学の発掘2014

    • Author(s)
      高須清誠
    • Organizer
      有機合成2月セミナー「有機合成のニュートレンド2014」
    • Place of Presentation
      大阪科学技術センター
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] 水素結合を利用するキノン/ヒドロキノン類の構造変化に関する研究2013

    • Author(s)
      高須清誠、西野渉、山岡庸介、山田健一
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Related Report
      2013 Final Research Report
  • [Presentation] 水素結合を利用するキノン/ヒドロキノン類の構造変化に関する研究2013

    • Author(s)
      高須清誠、西野渉、山岡庸介、山田健一
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      パシフィコ横浜(神奈川県)
    • Related Report
      2012 Research-status Report
  • [Presentation] 小員環の特性を活用する刺激応答プロドラッグの創製2012

    • Author(s)
      高須清誠
    • Organizer
      アステラス病態代謝研究会第43回研究報告会
    • Place of Presentation
      東京
    • Year and Date
      2012-10-20
    • Related Report
      2013 Final Research Report
  • [Presentation] 小員環の特性を活用する 刺激応答プロドラッグの創製

    • Author(s)
      高須清誠
    • Organizer
      アステラス病態代謝研究会 第43回研究報告会
    • Place of Presentation
      経団連会館(東京都)
    • Related Report
      2012 Research-status Report
    • Invited

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Published: 2013-05-31   Modified: 2019-07-29  

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