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2022 年度 実施状況報告書

Extended Pyrazinacenes as a New Class of Near-Infrared Emissive Materials for Potential Bioimaging Applications

研究課題

研究課題/領域番号 21K05044
研究機関芝浦工業大学

研究代表者

RICHARDS GARY  芝浦工業大学, 工学部, 准教授 (00708620)

研究分担者 堀 顕子  芝浦工業大学, 工学部, 教授 (90433713)
研究期間 (年度) 2021-04-01 – 2024-03-31
キーワードPyrazinacenes / Azaacenes / Near Infrared Emitters / Fluorescence / REDOX / Near infrared absorption
研究実績の概要

We have continued to synthesize new pyrazinacenes mainly consisting of four or five consecutively fused pyrazine rings appended with electron-donating substituents that are redox active. Oxidized species show remarkably red-shifted absorption compared to the reduced species.
We have improved the synthesis of the water-soluble tetradecaazaheptacene to give better yield. This compound has been used for cellular imaging in the near infrared region. This was possible through use of a non-cytotoxic beta-cyclodextrin delivery agent which helped to prevent chromophore aggregation in aqueous solution.
We have now developed the synthesis of pyrazinacenes consisting of 8 consecutively fused pyrazine rings - now the longest-known pyrazinacenes.

現在までの達成度 (区分)
現在までの達成度 (区分)

1: 当初の計画以上に進展している

理由

We have already managed to prepare water-soluble extended pyrazinacene emitters that exhibit highly efficient fluorescence in the near-infrared region (peak emission = 730 nm). Although aggregation of this chromophore quenches fluorescence in aqueous solution, we have found a suitable delivery agent that prevents aggregation and allows the dye molecules to be used as emitters for cellular imaging in the near infrared region. We are now in the process of submitting a patent application related to this work.

今後の研究の推進方策

Working with our collaborators at NIMS, we will continue to develop our work on cellular imaging applications of our water-soluble tetradecaazaheptacene - in particular, we hope to use this material for continuous live cell imaging in the near infrared region
We will continue our efforts to synthesize new materials including those consisting of 8 fused pyrazine rings (for example, water-soluble derivatives), and shorter, redox-active compounds appended with various electron donor substituents.
We will continue to investigate these compounds for application as new types of emitters for bio and cellular imaging applications as well as for application in other nascent technologies.

次年度使用額が生じた理由

International conferences were deferred due to COVID 19 pandemic. Research associated with this funding will be presented internationally in 2023.

  • 研究成果

    (5件)

すべて 2023 2022

すべて 雑誌論文 (2件) (うち国際共著 1件、 査読あり 2件) 学会発表 (3件) (うち招待講演 2件)

  • [雑誌論文] Pyrazinacenes as a New Class of Highly Fluorescent REDOX Active Chromophores2023

    • 著者名/発表者名
      RICHARDS Gary J.、AOKI Keita、AKIBAYASHI Daiki、TAMBOLI Majid、HILL Jonathan P.、HORI Akiko
    • 雑誌名

      Journal of the Japan Society of Colour Material

      巻: 96 ページ: 131~136

    • DOI

      10.4011/shikizai.96.131

    • 査読あり
  • [雑誌論文] Mechanical Manipulation of Archimedean Spirals of an Achiral Pyrazinacene for Chiral Assemblies2022

    • 著者名/発表者名
      Mondal Pramita、Manna Gouranga、Kamilya Tapas、Das Mrinmay、Ariga Katsuhiko、Richards Gary J.、Hill Jonathan P.、Acharya Somobrata
    • 雑誌名

      Advanced Materials Interfaces

      巻: 9 ページ: 2200209~2200209

    • DOI

      10.1002/admi.202200209

    • 査読あり / 国際共著
  • [学会発表] Pyrazinacenes appended with electron-rich substituents and their REDOX dependant photophysical properties2022

    • 著者名/発表者名
      Gary James RICHARDS, Keita AOKI, Daiki AKIBAYASHI, Majid TAMBOLI, Akiko HORI
    • 学会等名
      Symposium of Host Guest and Supramolecular Chemistry (SHGSC) 2022
  • [学会発表] Pyrazinacenes as a new class of highly fluorescent REDOX active chromophores2022

    • 著者名/発表者名
      Gary James RICHARDS, Keita AOKI, Daiki AKIBAYASHI, Majid TAMBOLI, Jonathan HILL, Akiko HORI
    • 学会等名
      The 95th Japan Society of Colour Material Anniversary Conference
    • 招待講演
  • [学会発表] Redox-Dependent Photophysical and On-Surface Self-Assembling Properties of Pyrazinacenes2022

    • 著者名/発表者名
      Gary James RICHARDS
    • 学会等名
      Division of Colloid and Interface Sciences Summer Symposium
    • 招待講演

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公開日: 2023-12-25  

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