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

Development of a series of near-infrared dark quenchers and their application to fluorescence probes for in vivo imaging

Research Project

Project/Area Number 24659042
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Drug development chemistry
Research InstitutionThe University of Tokyo

Principal Investigator

HANAOKA Kenjiro  東京大学, 薬学研究科(研究院), 准教授 (70451854)

Project Period (FY) 2012-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2014: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2013: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2012: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Keywords薬学 / 分析科学 / 有機化学 / in vivo イメージング / 蛍光 / 近赤外蛍光 / イメージング
Outline of Final Research Achievements

Near-infrared (NIR) fluorescence probes based on the Forster resonance energy transfer (FRET) mechanism have various practical advantages, and their molecular design is generally based on the use of NIR dark quenchers, which are non-fluorescent dyes, as cleavable FRET acceptors. However, few NIR dark quenchers can quench fluorescence in the Cy7 region (over 780 nm). In this research, we developed Si-rhodamine-based NIR dark quenchers (SiNQs), which show broad absorption covering this region. They are non-fluorescent independently of solvent polarity and pH. To demonstrate the usefulness of SiNQs, we designed and synthesized a NIR fluorescence probe for matrix metalloproteinase (MMP) activity using SiNQ780. This probe could detect MMP activity in vitro, in cultured cells and in a tumor-bearing mouse by NIR fluorescence. We believe SiNQs will be useful for the development of a wide range of practical NIR fluorescence probes.

Report

(4 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • 2012 Research-status Report
  • Research Products

    (33 results)

All 2015 2014 2013 2012 Other

All Journal Article (6 results) (of which Peer Reviewed: 6 results) Presentation (20 results) (of which Invited: 11 results) Book (2 results) Remarks (2 results) Patent(Industrial Property Rights) (3 results) (of which Overseas: 1 results)

  • [Journal Article] Development of a Series of Near-Infrared Dark Quenchers Based on Si-rhodamines and Their Application to Fluorescent Probes2015

    • Author(s)
      Takuya Myochin, Kenjiro Hanaoka, Shimpei Iwaki, Tasuku Ueno, Toru Komatsu, Takuya Terai, Tetsuo Nagano, and Yasuteru Urano
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 137 Issue: 14 Pages: 4759-4765

    • DOI

      10.1021/jacs.5b00246

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Silicon-substituted Xanthene Dyes and Their Applications in Bioimaging2015

    • Author(s)
      Yu Kushida, Tetsuo Nagano and Kenjiro Hanaoka
    • Journal Title

      Analyst

      Volume: 140 Issue: 3 Pages: 685-695

    • DOI

      10.1039/c4an01172d

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of Azo-based Fluorescence Probes to Detect Different Levels of Hypoxia2013

    • Author(s)
      Wen Piao, Satoru Tsuda, Yuji Tanaka, Satoshi Maeda, Fengyi Liu, Shodai Takahashi, Yu Kushida, Toru Komatsu, Tasuku Ueno Takuya Terai, Toru Nakazawa, Masanobu Uchiyama, Keiji Morokuma, Tetsuo Nagano, KenjiroHanaoka
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 52 Issue: 49 Pages: 13028-13032

    • DOI

      10.1002/anie.201305784

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Reversible Off-On Fluorescence Probe for Hypoxia and Imaging of Hypoxia-Normoxia Cycles in Live Cells2012

    • Author(s)
      Shodai Takahashi, Wen Piao, Yuriko Matsumura, Toru Komatsu, Tasuku Ueno, Takuya Terai, Toshiaki Kamachi, Masahiro Kohno, Tetsuo Nagano and Kenjiro Hanaoka
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 134 Issue: 48 Pages: 19588-19591

    • DOI

      10.1021/ja310049d

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Design Strategy for a Near-infrared (NIR) Fluorescence Probe for Matrix Metalloproteinase Utilizing Highly Cell-permeable Boron Dipyrromethene (BODIPY)2012

    • Author(s)
      Takuya Myochin, Kenjiro Hanaoka, Toru Komatsu, Takuya Terai and Tetsuo Nagano
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 134 Issue: 33 Pages: 13730-13737

    • DOI

      10.1021/ja303931b

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Red Fluorescent Scaffold for Highly Sensitive Protease Activity Probes2012

    • Author(s)
      Yu Kushida, Kenjiro Hanaoka, Toru Komatsu, Takuya Terai, Tasuku Ueno, Kengo Yoshida, Masanobu Uchiyama, Tetsuo Nagano
    • Journal Title

      Bioorg. Med. Chem. Lett.

      Volume: 22 Issue: 12 Pages: 3908-3911

    • DOI

      10.1016/j.bmcl.2012.04.114

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Presentation] 新たな近赤外光領域消光団の開発とその応用2015

    • Author(s)
      花岡健二郎、明珍琢也、浦野泰照
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      神戸学院大学 (神戸)
    • Year and Date
      2015-03-25 – 2015-03-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] N-Phenyl rhodamine類の消光機構の解析とHaloTag検出蛍光プローブへの応用2015

    • Author(s)
      岩木慎平、花岡健二郎、吉田健吾、内山真伸、浦野泰照
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      神戸学院大学(神戸)
    • Year and Date
      2015-03-25 – 2015-03-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] 新規蛍光団の創製から拓く蛍光イメージング2014

    • Author(s)
      花岡 健二郎
    • Organizer
      SPI in vivo イメージングフォーラム2014
    • Place of Presentation
      コクヨホール (品川)
    • Year and Date
      2014-10-23 – 2014-10-24
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] 新規蛍光団の創製から拓く蛍光イメージング2014

    • Author(s)
      花岡 健二郎
    • Organizer
      第二回生体分子サイエンスセミナー
    • Place of Presentation
      東京工業大学すずかけ台キャンパス (神奈川)
    • Year and Date
      2014-09-02
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] Development of Far-red to Near-Infrared Small-molecule Fluorophores and their Applications to Multicolor Imaging2014

    • Author(s)
      Kenjiro Hanaoka
    • Organizer
      中国化学会第29届学年会(29thCCS Congress)
    • Place of Presentation
      北京 (中国)
    • Year and Date
      2014-08-04 – 2014-08-07
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] 分子内回転を利用した近赤外消光団および蛍光プローブの開発2014

    • Author(s)
      花岡健二郎、明珍琢也、長野哲雄、浦野泰照
    • Organizer
      日本ケミカルバイオロジー学会第9回年会
    • Place of Presentation
      大阪大学豊中キャンパス (大阪)
    • Year and Date
      2014-06-11 – 2014-06-13
    • Related Report
      2014 Annual Research Report
  • [Presentation] Development of a H2S fluorescent probe and its application to inhibitor screening for H2S producing enzyme2014

    • Author(s)
      Kenjiro Hanaoka
    • Organizer
      第3回 国際硫化水素学会 (H2S2014)
    • Place of Presentation
      京都大学芝蘭会館 (京都)
    • Year and Date
      2014-06-04 – 2014-06-06
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] 分子内回転を利用した近赤外消光団および近赤外蛍光プローブの開発2014

    • Author(s)
      花岡健二郎、明珍琢也、浦野泰照
    • Organizer
      第9回日本分子イメージング学会学術集会
    • Place of Presentation
      千里ライフサイエンスセンター (大阪)
    • Year and Date
      2014-05-22 – 2014-05-23
    • Related Report
      2014 Annual Research Report
  • [Presentation] Development of Far-red to Near-Infrared Small-molecule Fluorophores and their Applications to Multicolor Imaging2014

    • Author(s)
      Kenjiro Hanaoka
    • Organizer
      XII Conference on Optical Chemical Sensors & Biosensors
    • Place of Presentation
      ギリシャ (アテネ)
    • Year and Date
      2014-04-13 – 2014-04-16
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] 硫化水素(H2S)選択的蛍光プローブの開発とその応用2013

    • Author(s)
      花岡 健二郎
    • Organizer
      第13回 日本NO学会学術集会
    • Place of Presentation
      沖縄県医師会館(沖縄県、那覇市)
    • Related Report
      2013 Research-status Report
    • Invited
  • [Presentation] 硫化水素選択的蛍光プローブの開発とその応用2013

    • Author(s)
      花岡 健二郎
    • Organizer
      第66回 日本酸化ストレス学会 学術集会
    • Place of Presentation
      名古屋市 ウインクあいち(愛知県、名古屋市)
    • Related Report
      2013 Research-status Report
    • Invited
  • [Presentation] 新規蛍光団の創製から拓く蛍光イメージング2013

    • Author(s)
      花岡 健二郎
    • Organizer
      生体機能関連化学部会若手の会 第25回サマースクール
    • Place of Presentation
      八王子セミナーハウス(東京都、八王子市)
    • Related Report
      2013 Research-status Report
    • Invited
  • [Presentation] 動物個体内での活性酸素種検出を目指した近赤外蛍光イメージングプローブの開発2013

    • Author(s)
      明珍琢也、花岡健二郎
    • Organizer
      第86回日本生化学会大会
    • Place of Presentation
      パシフィコ横浜(神奈川県、横浜市)
    • Related Report
      2013 Research-status Report
  • [Presentation] Development of a near-infrared fluorescence probe for matrix metalloproteinase utilizing highly cell-permeable boron dipyrromethene2012

    • Author(s)
      Takuya Myochin
    • Organizer
      EMBO conference series Chemical Biology
    • Place of Presentation
      Heidelberg, Germany
    • Related Report
      2012 Research-status Report
  • [Presentation] Development of far-red to near-infrared fluorescent dyes and their applications to multicolor imaging

    • Author(s)
      Kenjiro Hanaoka
    • Organizer
      The Second Asian Chemical Biology Conference 2012
    • Place of Presentation
      Southern Beach Hotel & Resort (Okinawa)
    • Related Report
      2012 Research-status Report
    • Invited
  • [Presentation] Development of a highly selective fluorescence probe for hydrogen sulfide

    • Author(s)
      Kenjiro Hanaoka
    • Organizer
      Second International Conference on H2S Biology and Medicine
    • Place of Presentation
      Atlanta, USA
    • Related Report
      2012 Research-status Report
    • Invited
  • [Presentation] 蛍光プローブが拓く未来医学

    • Author(s)
      花岡 健二郎
    • Organizer
      第35回 未来医学研究会大会
    • Place of Presentation
      東京女子医科大学 弥生記念講堂 (東京都)
    • Related Report
      2012 Research-status Report
    • Invited
  • [Presentation] 細胞膜透過性の制御によるMMP活性検出近赤外蛍光プローブの開発

    • Author(s)
      明珍 琢也
    • Organizer
      日本分子イメージング学会 第7回学術集会
    • Place of Presentation
      アクトシティ浜松(浜松市)
    • Related Report
      2012 Research-status Report
  • [Presentation] 細胞膜透過性の制御による新規MMP活性検出近赤外蛍光プローブの開発

    • Author(s)
      明珍 琢也
    • Organizer
      第6回バイオ関連化学シンポジウム
    • Place of Presentation
      北海道大学 高等教育推進機構 (札幌市)
    • Related Report
      2012 Research-status Report
  • [Presentation] 酸化力の強い活性酸素種を検出する近赤外蛍光プローブの開発

    • Author(s)
      明珍 琢也
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      パシフィコ横浜 (横浜市)
    • Related Report
      2012 Research-status Report
  • [Book] 『疾患克服を目指したケミカルバイオロジー』、実験医学(増刊号)、"機能性MRI造影剤の分子設計および動脈硬化イメージング"2012

    • Author(s)
      花岡 健二郎
    • Publisher
      羊土社
    • Related Report
      2012 Research-status Report
  • [Book] 『CSJカレントレビュー第10巻 ここまで進んだバイオセンシング・イメージング』、"3章 バイオセンシングの歴史と将来展望"2012

    • Author(s)
      花岡 健二郎、長野 哲雄
    • Publisher
      化学同人, 日本化学会編
    • Related Report
      2012 Research-status Report
  • [Remarks] 東京大学大学院薬学系研究科 薬品代謝化学教室

    • URL

      http://www.f.u-tokyo.ac.jp/~taisha/

    • Related Report
      2014 Annual Research Report
  • [Remarks] 薬品代謝化学教室 東京大学大学院薬学系研究科

    • URL

      http://www.f.u-tokyo.ac.jp/~taisha/

    • Related Report
      2013 Research-status Report
  • [Patent(Industrial Property Rights)] 近赤外蛍光消光団2014

    • Inventor(s)
      花岡 健二郎、明珍 琢也、長野 哲雄、浦野 泰照
    • Industrial Property Rights Holder
      国立大学法人 東京大学
    • Industrial Property Rights Type
      特許
    • Filing Date
      2014-12-04
    • Related Report
      2014 Annual Research Report
    • Overseas
  • [Patent(Industrial Property Rights)] 近赤外蛍光消光団2013

    • Inventor(s)
      花岡 健二郎、明珍 琢也、長野 哲雄、浦野 泰照
    • Industrial Property Rights Holder
      国立大学法人東京大学
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2013-251279
    • Filing Date
      2013-12-04
    • Related Report
      2013 Research-status Report
  • [Patent(Industrial Property Rights)] 非対称Siローダミン及びロドールの合成2013

    • Inventor(s)
      花岡健二郎、長野哲雄、江川堯寛、串田優、沼澤宏治、明珍琢也
    • Industrial Property Rights Holder
      国立大学法人東京大学
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2013-042330
    • Filing Date
      2013-03-04
    • Related Report
      2012 Research-status Report

URL: 

Published: 2013-05-31   Modified: 2019-07-29  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi