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

Evaluation of Photosensitivity by Difference in Molecular Size and Its Application to PDT

Research Project

Project/Area Number 21K14597
Research Category

Grant-in-Aid for Early-Career Scientists

Allocation TypeMulti-year Fund
Review Section Basic Section 32020:Functional solid state chemistry-related
Research InstitutionHokkaido University

Principal Investigator

Ide Yuki  北海道大学, 化学反応創成研究拠点, 特任助教 (40883070)

Project Period (FY) 2021-04-01 – 2023-03-31
Project Status Completed (Fiscal Year 2022)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2022: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2021: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Keywords分子サイズ制御 / ポリケトン / calix[3]型環状化合物 / 結晶構造 / 金属錯体 / 吸収特性 / 環拡大反応 / 面性不斉 / ポリイミン / calix[3]ピロール / 環状化合物 / 機能性分子 / 分子サイズ / 光感受性 / 光線力学療法
Outline of Research at the Start

光線力学的療法(PDT)は、光感受性物質が集積している箇所にレーザー光を照射することで一重項酸素を発生させ、がん細胞を死滅させる治療法である。700~1200 nm の生体の窓と呼ばれる波長領域では、生体組織の深層部にも光を到達させることが可能である。大きな分子ががん細胞へ集積する特性(EPR 効果)を利用することで、分子サイズの違いは光感受性を大きく変化させることができると考えた。本研究では、生体組織の深層領域で利用可能なPDT 材料開発のために、精密な分子サイズの制御が可能なポリケトンおよびポリイミン骨格を利用した金属錯体を合成し、分光学的手法により光感受性の評価を行う。

Outline of Final Research Achievements

Since differences in molecular size are known to modify the accumulation properties of compounds in tumor, the use of compounds with precise control of molecular length enables systematic assessment. Using a stepwise organic synthesis method, 2-10mers and up to 20mers of chain-like monodisperse polyketones with repeating units were successfully isolated. The potential of polyketones and polyimine analogues as functional materials was also confirmed by their ability to form complexes with metal ions. We focused on the synthesis of chain-like compounds (polyketone analogues) and cyclic compounds (calix[3]pyrrole analogues) with different molecular sizes based on polyketones. Structural analysis, spectroscopic measurements and characterisation using computational chemistry methods were performed.

Academic Significance and Societal Importance of the Research Achievements

段階的な有機合成手法を活用した分子長を制御可能な鎖状・環状化合物として、ポリケトン・ポリイミン類縁体ならびにcalix[3]pyrrole類縁体を利用する。分子サイズの精密な制御や目的とする機能に応じた骨格を有する錯体の設計が可能となり、電子状態や物性などの系統的な評価も可能となる。結果として、EPR効果への新たな知見を取り入れたPDT材料を含む機能性色素材料開発への発展が期待される。

Report

(3 results)
  • 2022 Annual Research Report   Final Research Report ( PDF )
  • 2021 Research-status Report
  • Research Products

    (40 results)

All 2023 2022 2021 Other

All Journal Article (14 results) (of which Int'l Joint Research: 3 results,  Peer Reviewed: 13 results,  Open Access: 3 results) Presentation (18 results) (of which Int'l Joint Research: 1 results) Remarks (7 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Toward calix[2]-type macrocycles: Synthesis and structural analysis of cyclic tetraketone and highly strained?furanophane2023

    • Author(s)
      Sano Taichi、Sun Yuhua、Mukai Taichi、Inaba Yuya、Yoneda Tomoki、Ide Yuki、Pirillo Jenny、Hijikata Yuh、Inokuma Yasuhide
    • Journal Title

      Journal of Porphyrins and Phthalocyanines

      Volume: - Issue: 07n10 Pages: 1067-1073

    • DOI

      10.1142/s1088424623500189

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Chain-Length-Dependent Hydrogen-Bonded Self-Assembly of Terminally Functionalized Discrete Polyketones2023

    • Author(s)
      Kilingaru I. Shivakumar、Yumehiro Manabe、Tomoki Yoneda、Yuki Ide、Yasuhide Inokuma
    • Journal Title

      Precision Chemistry

      Volume: 1 Issue: 1 Pages: 34-39

    • DOI

      10.1021/prechem.3c00025

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Chiral Calix[3]pyrrole Derivatives: Synthesis, Racemization Kinetics, and Ring Expansion to Calix[9]‐ and Calix[12]pyrrole Analogues2023

    • Author(s)
      Inaba Yuya、Yang Jian、Kakibayashi Yu、Yoneda Tomoki、Ide Yuki、Hijikata Yuh、Pirillo Jenny、Saha Ranajit、Sessler Jonathan L.、Inokuma Yasuhide
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 62 Issue: 15

    • DOI

      10.1002/anie.202301460

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] The Geometry of Calix[3]pyrrole and the Formation of the Calix[3]pyrrole・F- Complex in Solution2023

    • Author(s)
      Saha Ranajit、Prillo Jenny、Ide Yuki、Inokuma Yasuhide、Hijikata Yuh
    • Journal Title

      Theoretical Chemistry Accounts

      Volume: - Issue: 5 Pages: 50-50

    • DOI

      10.1007/s00214-023-02982-1

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Determination of the critical chain length for macromolecular crystallization using structurally flexible polyketones2022

    • Author(s)
      Ide Yuki、Manabe Yumehiro、Inaba Yuya、Kinoshita Yusuke、Pirillo Jenny、Hijikata Yuh、Yoneda Tomoki、Shivakumar Kilingaru I.、Tanaka Saki、Asakawa Hitoshi、Inokuma Yasuhide
    • Journal Title

      Chemical Science

      Volume: 13 Issue: 34 Pages: 9848-9854

    • DOI

      10.1039/d2sc03083g

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Absorption spectra of calix[3]pyrrole analogs as probes for contracted macrocycles2022

    • Author(s)
      Watanabe Keita、Saha Ranajit、Inaba Yuya、Manabe Yumehiro、Yoneda Tomoki、Ide Yuki、Hijikata Yuh、Inokuma Yasuhide
    • Journal Title

      Journal of Porphyrins and Phthalocyanines

      Volume: - Issue: 01n04 Pages: 157-163

    • DOI

      10.1142/s1088424622500754

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] An H <sub>2</sub> O <sub>2</sub> Molecule Stabilized inside Open‐Cage C <sub>60</sub> Derivatives by a Hydroxy Stopper2022

    • Author(s)
      Huang Guanglin、Hasegawa Shota、Hashikawa Yoshifumi、Ide Yuki、Hirose Takashi、Murata Yasujiro
    • Journal Title

      Chemistry ? A European Journal

      Volume: 28 Issue: 2

    • DOI

      10.1002/chem.202103836

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Journal Article] Alkali metal ion binding using cyclic polyketones2022

    • Author(s)
      Ozawa Narito、Shivakumar Kilingaru I.、Murugavel Muthuchamy、Inaba Yuya、Yoneda Tomoki、Ide Yuki、Pirillo Jenny、Hijikata Yuh、Inokuma Yasuhide
    • Journal Title

      Chemical Communications

      Volume: 58 Issue: 18 Pages: 2971-2974

    • DOI

      10.1039/d2cc00361a

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Journal Article] Strain‐Induced Ring Expansion Reactions of Calix[3]pyrrole‐Related Macrocycles2022

    • Author(s)
      Inaba Yuya、Kakibayashi Yu、Ide Yuki、Pirillo Jenny、Hijikata Yuh、Yoneda Tomoki、Inokuma Yasuhide
    • Journal Title

      Chemistry -A European Journal

      Volume: 28 Issue: 17

    • DOI

      10.1002/chem.202200056

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Journal Article] ポルフィリノイド化合物の物性解析およびPDTへの応用2022

    • Author(s)
      井手 雄紀
    • Journal Title

      月刊「細胞」

      Volume: 54 Pages: 42-43

    • Related Report
      2021 Research-status Report
  • [Journal Article] Reversible Redox System of 2‐Oxypyritriphyrin(1.2.1) Accompanying Interconversion between 3‐Pyridone and 3‐Hydroxypyridine Units2021

    • Author(s)
      Chong Su‐Gi、Yoneda Tomoki、Ide Yuki、Neya Saburo
    • Journal Title

      Chemistry - An Asian Journal

      Volume: 16 Issue: 9 Pages: 1077-1080

    • DOI

      10.1002/asia.202100200

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Journal Article] Insoluble π-conjugated Polyimine as an Organic Adsorbent for Group 10 Metal Ions2021

    • Author(s)
      Hayato Shirakura, Yuh Hijikata, Jenny Pirillo, Tomoki Yoneda, Yumehiro Manabe, Muthuchamy Murugavel, Yuki Ide, Yasuhide Inokuma
    • Journal Title

      European Journal of Inorganic Chemistry

      Volume: 13 Issue: 17 Pages: 1705-1708

    • DOI

      10.1002/ejic.202100172

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Journal Article] Calix[3]pyrrole: A Missing Link in Porphyrin-Related Chemistry2021

    • Author(s)
      Yuya Inaba, Yu Nomata, Yuki Ide, Jenny Pirillo, Yuh Hijikata, Tomoki Yoneda, Atsuhiro Osuka, Jonathan L. Sessler, Yasuhide Inokuma
    • Journal Title

      Journal of American Chemical Society

      Volume: 143 Issue: 31 Pages: 12355-12360

    • DOI

      10.1021/jacs.1c06331

    • Related Report
      2021 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Isopyrazole‐Masked Tetraketone: Tautomerism and Functionalization for Fluorescent Metal Ligands2021

    • Author(s)
      Shirakura Hayato、Manabe Yumehiro、Kasai Chika、Inaba Yuya、Tsurui Makoto、Kitagawa Yuichi、Hasegawa Yasuchika、Yoneda Tomoki、Ide Yuki、Inokuma Yasuhide
    • Journal Title

      European Journal of Organic Chemistry

      Volume: 2021 Issue: 30 Pages: 4345-4349

    • DOI

      10.1002/ejoc.202100784

    • Related Report
      2021 Research-status Report
    • Peer Reviewed / Open Access
  • [Presentation] Hydrogen Bonded Self-Assembly of Pyridine Terminated Oligoketones2023

    • Author(s)
      Shivakumar Kilingaru I.、Ide Yuki、Inokuma Yasuhide
    • Organizer
      日本化学会第103春季年会2023
    • Related Report
      2022 Annual Research Report
  • [Presentation] Calix[3]pyrrole類縁体の紫外可視吸収スペクトルと構造的解釈2023

    • Author(s)
      渡辺 啓太、稲葉 佑哉、米田 友貴、井手 雄紀、Saha Ranajit、土方 優、猪熊 泰英
    • Organizer
      日本化学会第103春季年会2023
    • Related Report
      2022 Annual Research Report
  • [Presentation] Synthesis of Cyclic Tetraketone and Furanophane Toward Calix[2]pyrrole2023

    • Author(s)
      Sun Yuhua、Sano Taichi、 Inaba Yuya、Yoneda Tomoki、Kinoshita Yusuke、Ide Yuki、Pirillo Jenny、Hijikata Yuh、Inokuma Yasuhide
    • Organizer
      日本化学会第103春季年会2023
    • Related Report
      2022 Annual Research Report
  • [Presentation] 画像を用いた機械学習による結晶性化合物の混合比予測2023

    • Author(s)
      白倉 逸人、佐野 太一、井手 雄紀、Hu Sheng、瀧川 一学、猪熊 泰英
    • Organizer
      日本化学会第103春季年会2023
    • Related Report
      2022 Annual Research Report
  • [Presentation] 固体混合物画像を利用した機械学習によるエナンチオマー割合診断2023

    • Author(s)
      佐野 太一、白倉 逸人、井手 雄紀、Hu sheng、瀧川 一学、猪熊 泰英
    • Organizer
      日本化学会第103春季年会2023
    • Related Report
      2022 Annual Research Report
  • [Presentation] Alkali Metal Ion Capture Using Cyclic Polyketones and Application to Reactions2022

    • Author(s)
      Ozawa Narito、Shivakumar Kilingaru I.、Murugavel Muthuchamy、Inaba Yuya、Yoneda Tomoki、Ide Yuki、Inokuma Yasuhide
    • Organizer
      ICPP-12 (12th International Conference on Porphyrins and Phthalocyanines)
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Monodisperse Synthesis of Structurally Flexible Aliphatic Polyketones and Chain-length Dependent Crystallinity Changes2022

    • Author(s)
      Manabe Yumehiro、Ide Yuki、Inaba Yuya、Kinoshita Yusuke、Yoneda Tomoki、Inokuma Yasuhide
    • Organizer
      第71回高分子討論会
    • Related Report
      2022 Annual Research Report
  • [Presentation] 面性不斉を有するCalix[1]furan[1]pyrrole[1]thiopheneの合成2022

    • Author(s)
      柿林 佑、稲葉 佑哉、木下 雄介、井手 雄紀、米田 友貴、猪熊 泰英
    • Organizer
      第32回基礎有機化学討論会
    • Related Report
      2022 Annual Research Report
  • [Presentation] 単分散ポリケトンの分子鎖長に応じた結晶性の変化2022

    • Author(s)
      眞部 夢大、井手 雄紀、稲葉 佑哉、木下 雄介、米田 友貴、猪熊 泰英
    • Organizer
      第32回基礎有機化学討論会
    • Related Report
      2022 Annual Research Report
  • [Presentation] π 共役イミン類縁体を利用した金属イオン検出2022

    • Author(s)
      白倉 逸人、眞部 夢大、稲葉 佑哉、井手 雄紀、米田 友貴、猪熊 泰英
    • Organizer
      第32回基礎有機化学討論会
    • Related Report
      2022 Annual Research Report
  • [Presentation] 環状ポリケトンによるアルカリ金属イオン認識2022

    • Author(s)
      小澤 成達、Shivakumar Kilingaru I.、木下 雄介、井手 雄紀、米田 友貴、猪熊 泰英
    • Organizer
      第32回基礎有機化学討論会
    • Related Report
      2022 Annual Research Report
  • [Presentation] 環状ポリケトンのイオン包接と反応への応用2022

    • Author(s)
      小澤 成達, 眞部 夢大, Kilingaru I. Shivakumar, 井手 雄紀, 米田 友貴, 猪熊 泰英
    • Organizer
      日本化学会 第102春季年会(2022)
    • Related Report
      2021 Research-status Report
  • [Presentation] ヘテロ原子置換によるcalix[3]pyrrole 類縁体の合成2022

    • Author(s)
      柿林 佑, 稲葉 佑哉, 井手 雄紀, 米田 友貴, 猪熊 泰英
    • Organizer
      日本化学会 第102春季年会(2022)
    • Related Report
      2021 Research-status Report
  • [Presentation] イソピラゾール部位を有するテトラケトン誘導体の合成と蛍光 変化による金属イオン検出2022

    • Author(s)
      白倉 逸人, 眞部 夢大, 井手 雄紀, 米田 友貴, 猪熊 泰英
    • Organizer
      日本化学会 第102春季年会(2022)
    • Related Report
      2021 Research-status Report
  • [Presentation] Synthesis of Monodisperse Polyketones and Chain Length Dependent Crystallinity Changes2022

    • Author(s)
      Yumehiro Manabe, Killingaru I. Shivakumar, Jenny Pirillo, Yuh Hijikata, Tomoki Yoneda, Yuki Ide, Yasuhide Inokuma
    • Organizer
      The 102nd CSJ Annual Meeting(2022)
    • Related Report
      2021 Research-status Report
  • [Presentation] A Role of a Hydroxy Stopper: Kinetic and Thermodynamic Stabilization of H2O2 Encapsulated inside an Open-Cage C60 Derivative2021

    • Author(s)
      Guanglin Huang, Shota Hasegawa, Yoshifumi Hashikawa, Yuki Ide, Takashi Hirose, Yasujiro Murata
    • Organizer
      The 31st Symposium on Physical Organic Chemistry
    • Related Report
      2021 Research-status Report
  • [Presentation] Insoluble π-Conjugated Polyimine Compounds as Metal Ion Adsorbent for Group 10 Elements2021

    • Author(s)
      Hayato Shirakura, Yuki Ide, Tomoki Yoneda, Yumehiro Manabe, Yasuhide Inokuma
    • Organizer
      The 71st Conference of Japan Society of Coordination Chemistry
    • Related Report
      2021 Research-status Report
  • [Presentation] Synthesis and Functionalization of Isopyrazole-masked Tetraketone for Fluorescent Metal Ligands2021

    • Author(s)
      Yumehiro Manabe, Hayato Shirakura, Tomoki Yoneda, Yuki Ide, Yasuhide Inokuma
    • Organizer
      The 71st Conference of Japan Society of Coordination Chemistry
    • Related Report
      2021 Research-status Report
  • [Remarks] 高分子の結晶構造が現れる臨界長を決定~結晶構造から高分子と小分子の境界が見えた~

    • URL

      https://www.hokudai.ac.jp/news/pdf/220825_pr.pdf

    • Related Report
      2022 Annual Research Report
  • [Remarks] 高分子の結晶構造が現れる臨界長を決定~結晶構造から高分子と小分子の境界が見えた~

    • URL

      https://www.icredd.hokudai.ac.jp/ja/research/7808

    • Related Report
      2022 Annual Research Report
  • [Remarks] 高分子の結晶構造が現れる臨界長を決定

    • URL

      https://researchmap.jp/press_releases/press_releases/view/633014/f18fc63212fe80a51cca61a56d34fc7e?frame_id=1601185

    • Related Report
      2022 Annual Research Report
  • [Remarks] アルカリ金属イオンを‘捕捉する’環状ポリケトン:触媒としてハロゲン交換反応への適用

    • URL

      https://www.icredd.hokudai.ac.jp/ja/research/6959

    • Related Report
      2021 Research-status Report
  • [Remarks] “生命の色素”合成に秘められた謎を解明

    • URL

      https://www.icredd.hokudai.ac.jp/ja/research/5810

    • Related Report
      2021 Research-status Report
  • [Remarks] "生命の色素"合成に秘められた謎を解明~鍵となるcalix[3]pyrroleをついに捉えた~

    • URL

      https://www.hokudai.ac.jp/news/2021/07/calix3pyrrole.html?fbclid=IwAR215CyDQbY2iSNM3tdojAFC711qlUEAaZqCu1HXPHOAaNFtLZKt-z79jE0

    • Related Report
      2021 Research-status Report
  • [Remarks] マスク化テトラケトンから生成される蛍光金属イオン検出分子

    • URL

      https://www.icredd.hokudai.ac.jp/ja/research/5486

    • Related Report
      2021 Research-status Report
  • [Patent(Industrial Property Rights)] 画像診断システム及び学習方法2022

    • Inventor(s)
      猪熊 泰英、瀧川 一学、井手 雄紀
    • Industrial Property Rights Holder
      猪熊 泰英、瀧川 一学、井手 雄紀
    • Industrial Property Rights Type
      特許
    • Filing Date
      2022
    • Related Report
      2022 Annual Research Report

URL: 

Published: 2021-04-28   Modified: 2024-01-30  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi