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Analysis of elementary process for chemi-excitation of CIEEL type dioxetanes by the use of photo-induced ionization in MALDI

Research Project

Project/Area Number 25410057
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Organic chemistry
Research InstitutionKanagawa University

Principal Investigator

Ijuin Hisako  神奈川大学, 付置研究所, 研究員 (60398948)

Co-Investigator(Kenkyū-buntansha) Masakatsu Matsumoto  神奈川大学, 光機能性材料研究所, プロジェクト研究員 (10260986)
Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2015: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2013: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Keywords化学発光 / MALDI法質量分析 / ジオキセタン / ラジカルイオン種 / 電子移動
Outline of Final Research Achievements

CIEEL active dioxetanes bearing an aromatic electron donor display chemiluminescence by CTID mechanism, in which CT occurs from the electron donor to dioxetane O-O to produce excited species. We have recently found that CTID occurred for dioxetanes bearing a hydroxyphenyl moiety substituted further with an aryl that acted as an antenna to capture an electron from a matrix in negative-mode MALDI-TOF-Mass. In this work, we found that a bicyclic dioxetane bearing a phenol with such antenna captured an electron from matrix to decompose a keto ester, in which the ketone moiety but not the aromatic ester was in the an excited state. On the other hand, a vibrationally excited keto ester formed by collision induced dissociation in MS/MS.
In the coure of such investigation of dioxetanes we found that a quinacridone derivative was useful as a new matrix under negative-mode. When a planar organic base such as phenazine is added to matrix the ionization efficiency is markedly improved.

Report

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

    (6 results)

All 2015 2014 2013 Other

All Journal Article (2 results) (of which Peer Reviewed: 2 results,  Acknowledgement Compliant: 1 results) Presentation (4 results)

  • [Journal Article] Synthesis of bicyclic dioxetanes bearing a hydroxyphenanthrene or hydroxy[4]helicene moiety and their base-induced chemiluminescent decomposition2015

    • Author(s)
      Yohei Koyama, Nobuko Watanabe, Hisako K. Ijuin, and Masakatsu Matsumoto
    • Journal Title

      HETEROCYCLES

      Volume: 90 Issue: 1 Pages: 462-481

    • DOI

      10.3987/com-14-s(k)43

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Chemiexcitation efficiency for the charge-transfer-induced chemiluminescent decomposition of 3-hydroxyphenyl-substituted dioxetanes in an aqueous system2014

    • Author(s)
      N. Watanabe, A. Oguri, M. Horikoshi, H. Takatsuka, H. K. Ijuin, M. Matsumoto
    • Journal Title

      Tetrahedron Lett.

      Volume: 55 Issue: 9 Pages: 1644-1647

    • DOI

      10.1016/j.tetlet.2014.01.089

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] コハクオナジマイマイのライフサイクルにおける黄色蛍光物質の変遷2014

    • Author(s)
      伊集院久子・渡邉信子・浅見崇比呂・松本正勝
    • Organizer
      生物発光化学発光研究会第31回学術講演会
    • Place of Presentation
      信州大学繊維学部講堂(長野県上田市)
    • Year and Date
      2014-11-01
    • Related Report
      2014 Research-status Report
  • [Presentation] 低分子化合物測定のための新規binary matrixの探索2013

    • Author(s)
      伊集院久子、大橋守、大脇福喜子、渡邉信子、松本正勝
    • Organizer
      第61回質量分析総合討論会
    • Place of Presentation
      つくば国際会議場エポカル(茨城県つくば市)
    • Related Report
      2013 Research-status Report
  • [Presentation] ω-位を官能基化したリンカーで修飾されたジオキセタン型化学発光化合物2013

    • Author(s)
      入江 花風・渡辺 信子・伊集院 久子・山口 和夫・松本 正勝
    • Organizer
      2013年光化学討論会
    • Place of Presentation
      愛媛大学 城北地区(愛媛県松山市)
    • Related Report
      2013 Research-status Report
  • [Presentation] コハクオナジマイマイおよびその近縁種の黄色蛍光物質

    • Author(s)
      伊集院久子・重田紗季江・品田麻美・中島愛乃・渡邉信子・浅見崇比呂・松本正勝
    • Organizer
      生物発光化学発光研究会第30回学術講演会
    • Place of Presentation
      東京工業大学蔵前会館(東京都目黒区)
    • Related Report
      2013 Research-status Report

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Published: 2014-07-25   Modified: 2019-07-29  

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