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2013 Fiscal Year Final Research Report

Development of Molecular Machine System Switched by Redox Stimulation

Research Project

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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
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
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.

  • Research Products

    (5 results)

All 2014 2013 2012

All Journal Article (2 results) Presentation (3 results)

  • [Journal Article] 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(3) Pages: 1008-1011

    • DOI

      10.1021/ol403757e

  • [Journal Article] pH-sensitive DNA cleaving agents : in situ activation by ring contraction of benzo-fused cyclobutanols2013

    • Author(s)
      Nagamoto, Y.; Hattori, A.; Kakeya, H.; Takemoto, Y.; Takasu, K
    • Journal Title

      Chem. Commun

      Volume: 49 Pages: 2622-2624

    • DOI

      10.1039/c3cc39246e

  • [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
    • Year and Date
      20140204-05
  • [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
    • Year and Date
      20130327-30
  • [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

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Published: 2015-06-25  

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