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Development of novel methods for analysis and treatment of central nervous system based on protective groups controllable with photon and biomolecule

Research Project

Project/Area Number 18K06547
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Review Section Basic Section 47010:Pharmaceutical chemistry and drug development sciences-related
Research InstitutionOsaka University of Pharmaceutical Sciences (2019-2020)
Tokyo Medical and Dental University (2018)

Principal Investigator

Hirano Tomoya  大阪薬科大学, 薬学部, 教授 (20396980)

Project Period (FY) 2018-04-01 – 2021-03-31
Project Status Completed (Fiscal Year 2020)
Budget Amount *help
¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2020: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2019: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2018: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Keywords光分解性保護基 / Caged化合物 / 蛍光 / 疾患治療薬 / 中枢神経系 / がん / 蛍光インテグレーター
Outline of Final Research Achievements

Photoremovable protective groups, whose covalent bond could be cleaved by the irradiation of light yielding spatio- and temporally controlled release of bioactive compound or fluorophore, have been utilized in biological study. In this research, such groups that could function under specific environments like a specific range of pH and the presence of hydrogen peroxide have been developed. Such chemically gated photoremovable protective groups could potentially be utilized in photo-releasing a drug selectively around cancer tissue. In addition, those compounds could be utilized in the development of novel type of photofunctional molecules, fluorescent integrator.

Academic Significance and Societal Importance of the Research Achievements

照射する空間と時間を制御できる光は生物学の基礎研究だけでなく、疾患の診断、治療にも用いられています。本研究では、光と望みの作用を介在する光機能分子の開発を行いました。開発した特定の環境下で機能する光分解性保護基は、新たな分子ツールとして、生理機能解析に用いることができます。さらに疾患治療薬と組み合わせることにより、副作用を軽減した、新たな光による疾患治療システムになりえる重要な研究成果です。

Report

(4 results)
  • 2020 Annual Research Report   Final Research Report ( PDF )
  • 2019 Research-status Report
  • 2018 Research-status Report
  • Research Products

    (43 results)

All 2021 2020 2019 2018 Other

All Journal Article (11 results) (of which Peer Reviewed: 10 results) Presentation (28 results) (of which Int'l Joint Research: 5 results,  Invited: 1 results) Remarks (4 results)

  • [Journal Article] 6-Arylcoumarin as a Scaffold of Photofunctional Molecules with OFF-ON-OFF Type Regulation2020

    • Author(s)
      Kato Daiki、Shiraishi Takuya、Kagechika Hiroyuki、Hirano Tomoya
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 86 Issue: 3 Pages: 2264-2270

    • DOI

      10.1021/acs.joc.0c02419

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Halosmysin A, a Novel 14-Membered Macrodiolide Isolated from the Marine-Algae-Derived Fungus Halosphaeriaceae sp.2020

    • Author(s)
      Yamada Takeshi、Kogure Haruka、Kataoka Minami、Kikuchi Takashi、Hirano Tomoya
    • Journal Title

      Marine Drugs

      Volume: 18 Issue: 6 Pages: 320-320

    • DOI

      10.3390/md18060320

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Pleurocorols A and B: rearranged steroids from the fruiting bodies of Pleurotus cornucopiae2020

    • Author(s)
      Kikuchi Takashi、Mori Maki、In Yasuko、Zhang Jie、Yamada Takeshi、Hirano Tomoya
    • Journal Title

      Organic Chemistry Frontiers

      Volume: 7 Issue: 15 Pages: 2022-2028

    • DOI

      10.1039/d0qo00605j

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 新たな構造・機能を持った光機能分子の開発2020

    • Author(s)
      平野智也
    • Journal Title

      ファルマシア

      Volume: 56 Pages: 1112-1116

    • NAID

      130007948627

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A Polarity‐Sensitive Fluorescent Amino Acid and its Incorporation into Peptides for the Ratiometric Detection of Biomolecular Interactions2019

    • Author(s)
      Yokoo Hidetomo, Kagechika Hiroyuk, Ohsaki Ayumi, Hirano Tomoya
    • Journal Title

      ChemPlusChem

      Volume: 84 Issue: 11 Pages: 1716-1719

    • DOI

      10.1002/cplu.201900489

    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] 植物由来の天然物を基にした蛍光物質の創製2019

    • Author(s)
      平野智也
    • Journal Title

      アグリバイオ

      Volume: 3 Pages: 61-65

    • NAID

      40021843604

    • Related Report
      2019 Research-status Report
  • [Journal Article] Synthesis and Conformational Analysis of Alternately N-Alkylated Aromatic Amide Oligomers2018

    • Author(s)
      Urushibara Ko、Masu Hyuma、Mori Hirotoshi、Azumaya Isao、Hirano Tomoya、Kagechika Hiroyuki、Tanatani Aya
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 83 Issue: 23 Pages: 14338-14349

    • DOI

      10.1021/acs.joc.8b02045

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Journal Article] Development of Novel Inhibitors for Histone Methyltransferase SET7/9 based on Cyproheptadine2018

    • Author(s)
      Hirano Tomoya、Fujiwara Takashi、Niwa Hideaki、Hirano Michitake、Ohira Kasumi、Okazaki Yusuke、Sato Shin、Umehara Takashi、Maemoto Yuki、Ito Akihiro、Yoshida Minoru、Kagechika Hiroyuki
    • Journal Title

      ChemMedChem

      Volume: 13 Issue: 15 Pages: 1530-1540

    • DOI

      10.1002/cmdc.201800233

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Journal Article] Conformational Properties of Aromatic Oligoamides Bearing Pyrrole Rings2018

    • Author(s)
      Tojo Yukiko、Urushibara Ko、Yamamoto Sawori、Mori Hirotoshi、Masu Hyuma、Kudo Mayumi、Hirano Tomoya、Azumaya Isao、Kagechika Hiroyuki、Tanatani Aya
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 83 Issue: 8 Pages: 4606-4617

    • DOI

      10.1021/acs.joc.8b00349

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Journal Article] Unique Properties of 1,5-Naphthyridin-2(1H)-one Derivatives as Environment-Polarity-Sensitive Fluorescent Dyes2018

    • Author(s)
      Yokoo Hidetomo、Ohsaki Ayumi、Kagechika Hiroyuki、Hirano Tomoya
    • Journal Title

      European Journal of Organic Chemistry

      Volume: 2018 Issue: 5 Pages: 679-687

    • DOI

      10.1002/ejoc.201701609

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Journal Article] Recent Advances in Chemical Tools for the Regulation and Study of Protein Lysine Methyltransferases2018

    • Author(s)
      Hirano Tomoya、Mori Shuichi、Kagechika Hiroyuki
    • Journal Title

      The Chemical Record

      Volume: 18 Issue: 12 Pages: 1745-1759

    • DOI

      10.1002/tcr.201800034

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Presentation] 活性酸素存在下で機能する光分解性保護基の開発2021

    • Author(s)
      加藤大輝、平野智也、影近弘之
    • Organizer
      日本薬学会第141年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] OFF-ON-OFF型制御により特定のpH領域選択的に機能するCaged化合物の開発2021

    • Author(s)
      平野智也、加藤大輝、影近弘之
    • Organizer
      第42回日本光医学・光生物学会
    • Related Report
      2020 Annual Research Report
  • [Presentation] OFF-ON-OFF型制御により特定のpH領域で機能するCaged化合物の開発2020

    • Author(s)
      平野智也、加藤大輝、影近弘之
    • Organizer
      第70回日本薬学会関西支部大会
    • Related Report
      2020 Annual Research Report
  • [Presentation] N1-メチルアデノシンを検出する有機化学反応の開発2020

    • Author(s)
      上川拓也、平野智也、影近弘之、
    • Organizer
      第64回日本薬学会関東支部大会
    • Related Report
      2020 Annual Research Report
  • [Presentation] 特定のpH領域選択的に機能する光分解性保護基の開発2020

    • Author(s)
      加藤大輝、平野智也、影近弘之
    • Organizer
      第64回日本薬学会関東支部大会
    • Related Report
      2020 Annual Research Report
  • [Presentation] N1-メチルアデノシンを検出する有機化学反応の開発2020

    • Author(s)
      上川拓也、平野智也、影近弘之
    • Organizer
      日本薬学会第140年会
    • Related Report
      2019 Research-status Report
  • [Presentation] 生体内での環境変化に応答する光分解性保護基の開発2020

    • Author(s)
      加藤大輝、山﨑えりか、平野智也、影近弘之
    • Organizer
      日本薬学会第140年会
    • Related Report
      2019 Research-status Report
  • [Presentation] OFF-ON-OFF型制御により特定のpH領域選択的に機能する光分解性保護基の開発2019

    • Author(s)
      加藤大輝、平野智也、影近弘之
    • Organizer
      第43回反応と合成の進歩シンポジウム
    • Related Report
      2019 Research-status Report
  • [Presentation] 蛍光性天然物を基にした新規環境応答型蛍光物質の開発と応用2019

    • Author(s)
      平野智也、横尾英知、大崎愛弓、影近弘之
    • Organizer
      第69回日本薬学会関西支部大会
    • Related Report
      2019 Research-status Report
  • [Presentation] N-メチル化リシン選択的結合反応に基づくヒストンメチル化酵素活性の蛍光検出法の開発と応用2019

    • Author(s)
      平野智也、岡崎優祐、森修一、影近弘之
    • Organizer
      第11回バイオ関連化学シンポジウム
    • Related Report
      2019 Research-status Report
  • [Presentation] 弱酸性環境選択的に機能する光分解性保護基の開発2019

    • Author(s)
      加藤大輝、平野智也、影近弘之
    • Organizer
      日本ケミカルバイオロジー学会第14年会
    • Related Report
      2019 Research-status Report
  • [Presentation] Chemical tools for the study of histone methyltransferase2019

    • Author(s)
      Tomoya Hirano
    • Organizer
      The 5th Joint Symposium between IBB/TMDU and Chulalongkorn University on “Biomedical Materials and Engineering”
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Presentation] 3-Hydroxy-1,5-napthyridine-2(1H)-one構造を基にした新規環境応答型蛍光物質の開発と応用2019

    • Author(s)
      横尾英知、平野智也、大崎愛弓、影近弘之
    • Organizer
      日本薬学会第139年会
    • Related Report
      2018 Research-status Report
  • [Presentation] 特定の環境下で機能する光分解性保護基の開発2019

    • Author(s)
      加藤大輝、山﨑えりか、平野智也、影近弘之
    • Organizer
      日本薬学会第139年会
    • Related Report
      2018 Research-status Report
  • [Presentation] 有機化学反応を利用したヒストンメチル化酵素機能解析法の構築2019

    • Author(s)
      岡崎優祐、平野智也、森修一、影近弘之
    • Organizer
      日本薬学会第139年会
    • Related Report
      2018 Research-status Report
  • [Presentation] 蛍光性天然物を基にした極性応答型蛍光物質の開発と生体内分子間相互作用解析への応用2019

    • Author(s)
      横尾英知、平野智也、大崎愛弓、影近弘之
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] Identification and application of novel structural component for fluorescent sensors from chemical compounds library and natural compounds2018

    • Author(s)
      Tomoya Hirano
    • Organizer
      The 3rd International Symposium on Biomedical Engineering
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Presentation] Development and application of novel polarity-sensitive fluorophore based on fluorescent natural compounds2018

    • Author(s)
      Hidetomo Yokoo, Ayumi Ohsaki, Tomoya Hirano, Hiroyuki Kagechika
    • Organizer
      The 3rd International Symposium on Biomedical Engineering
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Presentation] Development of photofunctional molecules that function under a specific range of pH with “OFF-ON-OFF” type of change2018

    • Author(s)
      Tomoya Hirano, Daiki Kato, Chihiro Komatsu, Yuki Noji, Hiroyuki Kagechika
    • Organizer
      Gordon Research Conference, Bioanalytical Sensors
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Presentation] Development of novel environment-dependent fluorophore derived from fluorescent natural compounds2018

    • Author(s)
      Hidetomo Yokoo, Tomoya Hirano, Ayumi Ohsaki, Hiroyuki Kagechika
    • Organizer
      Gordon Research Conference, Bioanalytical Sensors
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Presentation] ライブリー、天然物からの新たな構造要素探索に基づく光機能性分子の開発2018

    • Author(s)
      平野智也
    • Organizer
      サントリー生有研シンポジウム
    • Related Report
      2018 Research-status Report
    • Invited
  • [Presentation] 機能制御が可能な光分解性保護基の開発2018

    • Author(s)
      加藤大輝、平野智也、影近弘之
    • Organizer
      第43回反応と合成の進歩シンポジウム
    • Related Report
      2018 Research-status Report
  • [Presentation] Aldehyde dehydrogenase活性を検出する蛍光センサーの開発2018

    • Author(s)
      土橋優輔、平野智也、今井田和紘、影近弘之
    • Organizer
      第62回日本薬学会関東支部大会
    • Related Report
      2018 Research-status Report
  • [Presentation] 金属イオン応答型光分解性保護基の開発2018

    • Author(s)
      山﨑えりか、平野智也、加藤大輝、影近弘之
    • Organizer
      第62回日本薬学会関東支部大会
    • Related Report
      2018 Research-status Report
  • [Presentation] リシンおよびメチル化リシンとの結合形成を利用したヒストンメチル化酵素活性検出法の開発2018

    • Author(s)
      平野智也、森修一、岡崎優祐、藤原敬士、高口明日香、影近弘之
    • Organizer
      日本ケミカルバイオロジー学会 第13年会
    • Related Report
      2018 Research-status Report
  • [Presentation] 特定のpH領域にある環境選択的に機能する光分解性保護基の開発2018

    • Author(s)
      加藤大輝、平野智也、影近弘之
    • Organizer
      日本ケミカルバイオロジー学会 第13年会
    • Related Report
      2018 Research-status Report
  • [Presentation] 1,5-Naphthyridin-2(1H)-one骨格を有する新規環境応答型蛍光物質の開発と応用2018

    • Author(s)
      横尾英知、平野智也、大崎愛弓、影近弘之
    • Organizer
      日本ケミカルバイオロジー学会 第13年会
    • Related Report
      2018 Research-status Report
  • [Presentation] 芳香族求核置換反応を基盤としたヒストンメチル化酵素活性の蛍光検出法の構築2018

    • Author(s)
      岡崎優祐、藤原敬士、平野智也、森修一、影近弘之
    • Organizer
      日本ケミカルバイオロジー学会 第13年会
    • Related Report
      2018 Research-status Report
  • [Remarks] 医薬分子化学研究室・大阪医科薬科大学

    • URL

      https://www.ompu.ac.jp/class/pharm/pmb.html

    • Related Report
      2020 Annual Research Report
  • [Remarks] 大阪薬科大学・医薬分子化学研究室

    • URL

      https://www.oups.ac.jp/academics/lab/pmb.html

    • Related Report
      2019 Research-status Report
  • [Remarks] 大阪薬科大学医薬分子化学研究室

    • URL

      https://www.oups.ac.jp/kenkyu/kenkyuushitu/iyaku.html

    • Related Report
      2018 Research-status Report
  • [Remarks] 東京医科歯科大学生体材料工学研究所薬化学分野

    • URL

      http://www.tmd.ac.jp/mri/omc/

    • Related Report
      2018 Research-status Report

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Published: 2018-04-23   Modified: 2022-01-27  

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