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Development of Light-Powered Molecular Valves

Research Project

Project/Area Number 25410100
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Functional solid state chemistry
Research InstitutionToho University

Principal Investigator

KUWAHARA Shunsuke  東邦大学, 理学部, 准教授 (40359550)

Co-Investigator(Renkei-kenkyūsha) HABATA Yoichi  東邦大学, 理学部化学科, 教授 (40218524)
Research Collaborator SUGAI Toshiki  東邦大学, 理学部化学科, 准教授 (50262845)
Project Period (FY) 2013-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2015: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2013: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
Keywords分子マシン / 分子バルブ / 光異性化 / 蛍光相関分光法 / 光学分割 / 絶対配置決定
Outline of Final Research Achievements

A molecular machine is a molecule or a molecular system capable of converting external energy into mechanical motion. We have designed molecular valves, which have a potential to regulate the flow of molecules by blocking and opening passageways. Molecular valves (E,E)-2 and (Z,Z)-2 have been synthesized by the Barton-Kellog reaction as a key step. The structures of (E,E)-2 and (Z,Z)-2 were determined by X-ray analysis. Photoisomerization between (E,E)-2 and (Z,Z)-2 was also observed. To clarify the rotation of the rotor part of the molecular valves by fluorescence correlation spectroscopy (FCS), we developed photostable Cy5-COT fluorophores for detecting the movement. We found that the Cy5-COT fluorophores provide an almost twofold increase in photostability compared to the previous Cy5 fluorophores. This improvement in photostability will further the study of the behavior of the molecular valves in solution.

Report

(5 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • 2014 Research-status Report
  • 2013 Research-status Report
  • Research Products

    (12 results)

All 2017 2016 2014 2013 Other

All Int'l Joint Research (2 results) Journal Article (3 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 3 results,  Acknowledgement Compliant: 2 results,  Open Access: 1 results) Presentation (7 results) (of which Int'l Joint Research: 1 results)

  • [Int'l Joint Research] Rice University(米国)

    • Related Report
      2015 Research-status Report
  • [Int'l Joint Research] Tel Aviv University(Israel)

    • Related Report
      2015 Research-status Report
  • [Journal Article] 3-Menthoxybiphenyl-4-carboxylic Acid: A Versatile Reagent for Chiral Resolution and Determination of the Absolute Stereochemistry of Aromatic Alcohols2017

    • Author(s)
      Shunsuke Kuwahara, Nobuyoshi Tasaki, Yuri Suzuki, Mizuki Nakagawa, Mari Ikeda, and Yoichi Habata
    • Journal Title

      Tetrahedron: Asymmetry

      Volume: 印刷中

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis and Photostability of Unimolecular Submersible Nanomachines: Toward Single-Molecule Tracking in Solution2016

    • Author(s)
      Victor Garcia-Lopez, Jonathan Jeffet, Shunsuke Kuwahara, Angel A. Marti, Yuval Ebenstein, and James M. Tour
    • Journal Title

      Organic Letters

      Volume: - Issue: 10 Pages: 2343-2346

    • DOI

      10.1021/acs.orglett.6b00506

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Open Access / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Combination of a New Chiroptical Probe and Theoretical Calculations for Chirality Detection of Primary Amines2013

    • Author(s)
      S. Kuwahara, M. Nakamura, A. Yamaguchi, M. Ikeda, and Y. Habata
    • Journal Title

      Org. Lett.

      Volume: 15 Issue: 22 Pages: 5738-5741

    • DOI

      10.1021/ol402767a

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] Synthesis and Photoisomerization of Molecular Valves with Two Rotating Units2017

    • Author(s)
      Shunsuke Kuwahara, Yuki Nakano, Takaya Mori, Takuma Ogawa, Mari Ikeda, Yoichi Habata
    • Organizer
      International Symposium on Macrocyclic & Supramolecular Chemistry 2017
    • Place of Presentation
      Cambridge, UK
    • Year and Date
      2017-07-02
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] クォーターフェニルプローブを用いた第一級アミンおよびアミノアルコールの絶対配置決定2014

    • Author(s)
      桑原俊介, 中村将也, 山口昂, 小林睦実, 池田茉莉, 幅田揚一
    • Organizer
      シンポジウム モレキュラー・キラリティー2014
    • Place of Presentation
      仙台国際センター, 宮城県仙台市
    • Year and Date
      2014-06-07
    • Related Report
      2014 Research-status Report
  • [Presentation] Chirality Transcription of Amino Acid Esters Trifluoroacetate by Quaterphenyl-Benzo-26-Crown-8-Ether

    • Author(s)
      Sho Tsuchiya, Shunsuke Kuwahara, Rie Chamura, Mari Ikeda, Yoichi Habata
    • Organizer
      4th Asian Conference on Coordination Chemistry
    • Place of Presentation
      Jeju, Korea
    • Related Report
      2013 Research-status Report
  • [Presentation] Chirality Transcription of Secondary Ammonium Salts by Forming [2]Pseudorotaxane

    • Author(s)
      Shunsuke Kuwahara, Sho Tsuchiya, Rie Chamura, Mari Ikeda, Yoichi Habata
    • Organizer
      4th Asian Conference on Coordination Chemistry
    • Place of Presentation
      Jeju, Korea
    • Related Report
      2013 Research-status Report
  • [Presentation] クォーターフェニルを有するクラウンエーテルによるアミノ酸エステル塩のキラリティー転写

    • Author(s)
      土屋翔, 池田茉莉, 桑原俊介, 幅田揚一
    • Organizer
      日本化学会, 第94春季年会
    • Place of Presentation
      名古屋大学, 愛知県名古屋市
    • Related Report
      2013 Research-status Report
  • [Presentation] 投げ縄型分子の合成研究:[1]ロタキサンの一方向回転制御

    • Author(s)
      岡野英輝, 幅田揚一, 桑原俊介
    • Organizer
      日本化学会, 第94春季年会
    • Place of Presentation
      名古屋大学, 愛知県名古屋市
    • Related Report
      2013 Research-status Report
  • [Presentation] クラウンエーテル部位をもつ8の字型[1]ロタキサンの合成研究

    • Author(s)
      阿保欣佑, 幅田揚一, 桑原俊介
    • Organizer
      日本化学会, 第94春季年会
    • Place of Presentation
      名古屋大学, 愛知県名古屋市
    • Related Report
      2013 Research-status Report

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Published: 2014-07-25   Modified: 2022-01-24  

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