• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Development of phototriggered reactions using strained molecules

Research Project

Project/Area Number 18K14864
Research Category

Grant-in-Aid for Early-Career Scientists

Allocation TypeMulti-year Fund
Review Section Basic Section 47010:Pharmaceutical chemistry and drug development sciences-related
Research InstitutionKanazawa University

Principal Investigator

Mishiro Kenji  金沢大学, 新学術創成研究機構, 助教 (60776079)

Project Period (FY) 2018-04-01 – 2020-03-31
Project Status Completed (Fiscal Year 2019)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2019: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2018: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords光化学 / シクロプロペノン / 光触媒 / 光物性 / 生理活性
Outline of Final Research Achievements

We developed two kind of novel photochemical reactions that would be potentially useful for functionalization of biomolecules and polymer materials. First, we developed a phototriggered ketone formation reaction from an aminocyclopropenone and a carboxylic acid. The reaction efficiently proceeds under intense light irradiation. By the reaction, functional groups on the aminocyclopropenone are covalently connected with the carboxylic acid. The result was published in J. Org. Chem. 2018, 83, 13595. Second, we developed a phototriggered active alkyne generation reactions using visible light responsive photocatalysts. The reaction condition was effective to generate highly reactive ynamine and cyclooctyne, and the generated alkynes can be used for the chemical reactions without isolation. The conditions were compatible with a UV sensitive substrate which cannot tolerate a classical direct UV irradiation conditions. The result was published in Org. Lett. 2019, 21, 4101.

Academic Significance and Societal Importance of the Research Achievements

光照射により高反応性の活性種を発生させ化学反応を行う光活性化型反応は反応の時間的、空間的制御が可能なことから合成化学だけでなく、生化学、材料化学の分野でも重要であり、新規医薬品開発、新規機能材料開発研究に大きく貢献し得る技術である。現在利用できる光反応の選択肢は化学反応全体の多様性からすると極めて限られており、従来開発されてきたものとは異なる特性をもつ有用な新規光反応開発が望まれている。本研究で達成した二種類の光化学反応は代表者が独自の化合物を用いて新規に開発したものであり、反応化学、生化学、材料化学等幅広い学術分野の発展に貢献すると共に、将来的に医薬品開発等にも貢献し得ると期待できる。

Report

(3 results)
  • 2019 Annual Research Report   Final Research Report ( PDF )
  • 2018 Research-status Report
  • Research Products

    (7 results)

All 2020 2019 2018 Other

All Journal Article (2 results) (of which Peer Reviewed: 2 results) Presentation (2 results) (of which Int'l Joint Research: 1 results,  Invited: 1 results) Book (1 results) Remarks (2 results)

  • [Journal Article] Phototriggered Active Alkyne Generation from Cyclopropenones with Visible Light-Responsive Photocatalysts2019

    • Author(s)
      Mishiro Kenji、Kimura Takeshi、Furuyama Taniyuki、Kunishima Munetaka
    • Journal Title

      Organic Letters

      Volume: 21 Issue: 11 Pages: 4101-4105

    • DOI

      10.1021/acs.orglett.9b01280

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Phototriggered Ketone Formation from an Aminocyclopropenone and a Carboxylic Acid2018

    • Author(s)
      Mishiro Kenji*、Yushima Yuki、Kunishima Munetaka*
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 83 Issue: 21 Pages: 13595-13603

    • DOI

      10.1021/acs.joc.8b02250

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Presentation] Phototriggered Active Alkyne Generation with a Visible Light-Responsive Photocatalyst2019

    • Author(s)
      K. Mishiro*, T. Kimura, T. Furuyama, M. Kunishima
    • Organizer
      International Congress on Pure & Applied Chemistry (ICPAC) YANGON, Yangon, Myammer
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 光増感触媒を用いたイナミンの生成及びそれを利用した光活性化型脱水縮合反応の開発2018

    • Author(s)
      木村 武史、三代 憲司、国嶋 崇隆
    • Organizer
      日本薬学会北陸支部第130回例会(富山)
    • Related Report
      2018 Research-status Report
  • [Book] 月刊機能材料2020年4月号2020

    • Author(s)
      三代憲司、 古山渓行、 国嶋崇隆
    • Total Pages
      7
    • Publisher
      CMC出版
    • Related Report
      2019 Annual Research Report
  • [Remarks] 光触媒を利用した可視光による高反応性アルキンの生成

    • URL

      https://www.kanazawa-u.ac.jp/rd/71721

    • Related Report
      2019 Annual Research Report
  • [Remarks] Kanazawa University Research News

    • URL

      https://www.kanazawa-u.ac.jp/latest-research/70313

    • Related Report
      2019 Annual Research Report

URL: 

Published: 2018-04-23   Modified: 2021-02-19  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi