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The development of new high-intensity red fluorescence analysis reagents using the fluorescence resonance energy transfer

Research Project

Project/Area Number 16K05805
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Analytical chemistry
Research InstitutionHirosaki University

Principal Investigator

Kawakami Jun  弘前大学, 理工学研究科, 准教授 (60261426)

Project Period (FY) 2016-04-01 – 2020-03-31
Project Status Completed (Fiscal Year 2019)
Budget Amount *help
¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2018: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2017: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2016: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywords蛍光分析試薬 / 赤色蛍光色素 / 高輝度 / フェルスター機構 / エネルギー移動 / FRET / トリプタンスリン / BODIPY / フェルスター共鳴エネルギー移動 / 赤色蛍光 / トリプタンスリン誘導体
Outline of Final Research Achievements

In this study, in order to develop new high-intensity red fluorescence analysis reagents using fluorescence resonance energy transfer (FRET), we synthesized several BODIPY derivatives linked to tryptanthrin derivatives with a spacer. The BODIPY derivatives are fluorescent dyes having a small change in absorption and fluorescence wavelength depending on the solvent, and the tryptanthrin derivatives are red fluorescent dyes exhibiting solvatochromism in response to the polarity of the solvent.
As a result, it was found that detection of Cu2+, Fe3+, and Al3+ was possible by changing from FRET-on to -FRET-off.

Academic Significance and Societal Importance of the Research Achievements

本研究は,生体物質の機能解析(分析)や生命現象の解明につながる新しい化学ツールの開発研究であり,生体透過性に優れ,且つ人間の目で直接見ることのできる高輝度赤色蛍光分析試薬の開発を目指したものである。本研究で得られた成果は,今後の生命科学研究における化学ツールの発展に寄与するものと考えている。

Report

(5 results)
  • 2019 Annual Research Report   Final Research Report ( PDF )
  • 2018 Research-status Report
  • 2017 Research-status Report
  • 2016 Research-status Report
  • Research Products

    (31 results)

All 2020 2019 2018 2017 2016 Other

All Journal Article (6 results) (of which Peer Reviewed: 6 results,  Open Access: 5 results) Presentation (24 results) (of which Invited: 1 results) Remarks (1 results)

  • [Journal Article] Photophysical Properties of 2-Hydroxytryptanthrin Analog as a Near-Infrared Dye for Fluorescent Imaging2020

    • Author(s)
      Kawakami Jun、Osanai Chika、Ito Shunji
    • Journal Title

      Transactions of the Materials Research Society of Japan

      Volume: 45 Issue: 1 Pages: 19-22

    • DOI

      10.14723/tmrsj.45.19

    • NAID

      130007793990

    • ISSN
      1382-3469, 2188-1650
    • Year and Date
      2020-02-01
    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Aggregation-induced Emission Properties of 2-(<i>N,N</i>-diphenylamino)tryptanthrin2019

    • Author(s)
      Kawakami Jun、Harada Mizuki、Ito Shunji
    • Journal Title

      Transactions of the Materials Research Society of Japan

      Volume: 44 Issue: 4 Pages: 153-156

    • DOI

      10.14723/tmrsj.44.153

    • NAID

      130007687184

    • ISSN
      1382-3469, 2188-1650
    • Year and Date
      2019-08-01
    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Benzo-fused BODIPY Derivative as a Fluorescent Chemosensor for Fe<sup>3+</sup>, Cu<sup>2+</sup>, and Al<sup>3+</sup>2019

    • Author(s)
      Jun Kawakami, Yuta Sasaki, Koji Yanase, Shunji Ito
    • Journal Title

      Transactions of the Materials Research Society of Japan

      Volume: 44 Issue: 2 Pages: 69-73

    • DOI

      10.14723/tmrsj.44.69

    • NAID

      130007622620

    • ISSN
      1382-3469, 2188-1650
    • Year and Date
      2019-04-01
    • Related Report
      2018 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Fluorescence Emission Mechanism of Three <i>N,N</i>-dimethylaminotryptanthrins by Density Functional Theory Calculations2018

    • Author(s)
      Jun Kawakami, Chika Osanai, Shunji Ito
    • Journal Title

      Transactions of the Materials Research Society of Japan

      Volume: 43 Issue: 5 Pages: 319-323

    • DOI

      10.14723/tmrsj.43.319

    • NAID

      130007494135

    • ISSN
      1382-3469, 2188-1650
    • Year and Date
      2018-10-01
    • Related Report
      2018 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] 2-Hydroxy-1-((2-(pyridin-2-yl)hydrazono)methyl)tryptanthrin as a Fluorescent Chemosensor for Metal Ions2018

    • Author(s)
      Jun Kawakami, Masayoshi Sasagawa, Shunji Ito
    • Journal Title

      Transactions of the Materials Research Society of Japan

      Volume: 43 Issue: 3 Pages: 209-212

    • DOI

      10.14723/tmrsj.43.209

    • NAID

      130007382964

    • ISSN
      1382-3469, 2188-1650
    • Year and Date
      2018-06-01
    • Related Report
      2018 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] 2-Hydroxytryptanthrin and 1-Formyl-2-hydroxytryptanthrin as Fluorescent Metal-ion Sensors and Near-infrared Fluorescent Labeling Reagents2018

    • Author(s)
      Jun Kawakami, Yui Kinami, Masahiro Takahashi, Shunji Ito
    • Journal Title

      Transactions of the Materials Research Society of Japan

      Volume: 43 Issue: 2 Pages: 109-112

    • DOI

      10.14723/tmrsj.43.109

    • NAID

      130006602986

    • ISSN
      1382-3469, 2188-1650
    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Presentation] 分子内電荷移動型トリプタンスリン類縁体の合成と吸収・発光挙動2019

    • Author(s)
      小山内知佳,伊東俊司,川上 淳
    • Organizer
      第9回CSJ化学フェスタ2019
    • Related Report
      2019 Annual Research Report
  • [Presentation] 分子内に2つの2-アミノトリプタンスをもつ化合物の合成と吸収・発光挙動2019

    • Author(s)
      山翔太朗,伊東俊司,川上 淳
    • Organizer
      第9回CSJ化学フェスタ2019
    • Related Report
      2019 Annual Research Report
  • [Presentation] 凝集誘起発光性トリプタンスリン誘導体の合成と吸収・発光挙動2019

    • Author(s)
      原田瑞樹,伊東俊司,川上 淳
    • Organizer
      第9回CSJ化学フェスタ2019
    • Related Report
      2019 Annual Research Report
  • [Presentation] ヒドロキシトリプタンスリン誘導体の合成と吸収・発光挙動2019

    • Author(s)
      若狭 唯,伊東俊司,川上 淳
    • Organizer
      第9回CSJ化学フェスタ2019
    • Related Report
      2019 Annual Research Report
  • [Presentation] 蛍光共鳴エネルギー移動型2-アミノトリプタンスリン-BODIPY誘導体の合成と光物理学的性質(Synthesis and Photophysical Properties of 2-Aminotryptanthrin Derivatives with BODIPY as FRET-type Fluorescent Dyes)2018

    • Author(s)
      梁瀬晃司,伊東俊司,川上 淳
    • Organizer
      第29回基礎有機化学討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] 分子内電荷移動型トリプタンスリン誘導体及び類縁体の合成と光物理学的性質(Synthesis and Photophysical Properties of Tryptanthrin Derivatives and Analogs as ICT-type Fluorescent Dyes)2018

    • Author(s)
      小山内知佳,伊東俊司,川上 淳
    • Organizer
      第29回基礎有機化学討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] 分子内に2つの2-アミノトリプタンスをもつ化合物の合成と光物理学的性質(Synthesis and Photophysical Properties of Compounds with Two 2-Aminotryptanthrins)2018

    • Author(s)
      山翔太朗,伊東俊司,川上 淳
    • Organizer
      第29回基礎有機化学討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] Synthesis and photophysical properties of 2-aminotryptanthrin derivatives with BODIPY as FRET-type fluorescent dyes2018

    • Author(s)
      梁瀬 晃司,伊東 俊司,川上 淳
    • Organizer
      平成30年度化学系学協会東北大会
    • Related Report
      2018 Research-status Report
  • [Presentation] Synthesis and photophysical properties of tryptanthrin derivatives and analogs as ICT-type fluorescent dyes2018

    • Author(s)
      小山内 知佳,伊東 俊司,川上 淳
    • Organizer
      平成30年度化学系学協会東北大会
    • Related Report
      2018 Research-status Report
  • [Presentation] Synthesis and photophysical properties of compounds with two 2-aminotryptanthrins2018

    • Author(s)
      山 翔太朗,伊東 俊司,川上 淳
    • Organizer
      平成30年度化学系学協会東北大会
    • Related Report
      2018 Research-status Report
  • [Presentation] 2-ヒドロキシトリプタンスリン誘導体による金属イオンの蛍光センシング2017

    • Author(s)
      梁瀬 晃司,笹川全愛,伊東 俊司,川上 淳
    • Organizer
      日本分析化学会東北支部「みちのく分析科学シンポジウム2017」
    • Related Report
      2017 Research-status Report
  • [Presentation] 2-ヒドロキシトリプタンスリン誘導体による金属イオンの蛍光センシング(2-Hydroxytriptanthrin derivatives as fluorescent chemosensors for metal ions)2017

    • Author(s)
      川上 淳,梁瀬晃司,笹川全愛,伊東俊司
    • Organizer
      2017年光化学討論会
    • Related Report
      2017 Research-status Report
  • [Presentation] Synthesis and application of fluorescent tryptanthrin derivatives2017

    • Author(s)
      Jun Kawakami
    • Organizer
      平成29年度化学系学協会東北大会
    • Related Report
      2017 Research-status Report
    • Invited
  • [Presentation] Synthesis and spectral properties of 2-aminotryptanthrin derivatives with benzo-fused BODIPY2017

    • Author(s)
      大浦 晴規,伊東 俊司,川上 淳
    • Organizer
      平成29年度化学系学協会東北大会
    • Related Report
      2017 Research-status Report
  • [Presentation] Synthesis and spectral properties of benzo-fused BODIPY derivatives2017

    • Author(s)
      佐々木 悠太,伊東 俊司,川上 淳
    • Organizer
      平成29年度化学系学協会東北大会
    • Related Report
      2017 Research-status Report
  • [Presentation] 2-Hydroxytriptanthrin derivatives as fluorescent chemosensors for metal ions2017

    • Author(s)
      梁瀬 晃司,,笹川全愛,伊東 俊司,川上 淳
    • Organizer
      平成29年度化学系学協会東北大会
    • Related Report
      2017 Research-status Report
  • [Presentation] 分子内に2-アミノトリプタンスリンとBenzo-fused BODIPYをもつ化合物の合成2016

    • Author(s)
      大浦晴規,川上 淳,伊東俊司
    • Organizer
      第6回CSJ化学フェスタ
    • Place of Presentation
      タワーホール船堀(東京都江戸川区)
    • Year and Date
      2016-11-14
    • Related Report
      2016 Research-status Report
  • [Presentation] Cu2+及びpHによる蛍光応答性が期待されるBenzo-fused BODIPY 誘導体の合成2016

    • Author(s)
      佐々木悠太,川上 淳,伊東俊司
    • Organizer
      第6回CSJ化学フェスタ
    • Place of Presentation
      タワーホール船堀(東京都江戸川区)
    • Year and Date
      2016-11-14
    • Related Report
      2016 Research-status Report
  • [Presentation] 分子内に2-(N,N-ジメチルアミノ)トリプタンスリンとBODIPY をもつ化合物の合成2016

    • Author(s)
      山内勇輝,川上 淳,伊東俊司
    • Organizer
      第6回CSJ化学フェスタ
    • Place of Presentation
      タワーホール船堀(東京都江戸川区)
    • Year and Date
      2016-11-14
    • Related Report
      2016 Research-status Report
  • [Presentation] 2-ヒドロキシトリプタンスリンのpH及び金属イオンに対する蛍光応答性2016

    • Author(s)
      川上 淳,木南裕衣,高橋正寛,伊東俊司
    • Organizer
      日本分析化学会第65年会
    • Place of Presentation
      北海道大学工学部
    • Year and Date
      2016-09-14
    • Related Report
      2016 Research-status Report
  • [Presentation] 2-(N,N-ジメチルアミノ)トリプタンスリン誘導体の吸収・蛍光特性2016

    • Author(s)
      門脇拓真,川上 淳,伊東俊司
    • Organizer
      2016年光化学討論会
    • Place of Presentation
      東京大学駒場第一キャンパス
    • Year and Date
      2016-09-06
    • Related Report
      2016 Research-status Report
  • [Presentation] 蛍光性トリプタンスリン誘導体の吸収・発光特性2016

    • Author(s)
      髙橋正寛,川上 淳,伊東俊司
    • Organizer
      2016年光化学討論会
    • Place of Presentation
      東京大学駒場第一キャンパス
    • Year and Date
      2016-09-06
    • Related Report
      2016 Research-status Report
  • [Presentation] 2-アミノトリプタンスリン-1,10-フェナントロリン誘導体の吸収・蛍光特性2016

    • Author(s)
      橋本 凌,川上 淳,伊東俊司
    • Organizer
      2016年光化学討論会
    • Place of Presentation
      東京大学駒場第一キャンパス
    • Year and Date
      2016-09-06
    • Related Report
      2016 Research-status Report
  • [Presentation] トリプタンスリン誘導体による新規近赤外蛍光色素の開発2016

    • Author(s)
      川上 淳
    • Organizer
      イノベーション・ジャパン2016-大学見本市&ビジネスマッチング-
    • Place of Presentation
      東京ビッグサイト
    • Year and Date
      2016-08-25
    • Related Report
      2016 Research-status Report
  • [Remarks] 弘前大学大学院理工学研究科川上淳研究室ホームページ

    • URL

      http://www.st.hirosaki-u.ac.jp/~jun/jklab/jklab001.html

    • Related Report
      2019 Annual Research Report 2018 Research-status Report 2017 Research-status Report 2016 Research-status Report

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Published: 2016-04-21   Modified: 2021-02-19  

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