2024 Fiscal Year Final Research Report
Development of Benzopyran-Based Caged Compounds with Near-Infrared Two-Photon Absorption Character and Their Application in Physiological Experiments
| Project/Area Number |
22K14785
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| Research Category |
Grant-in-Aid for Early-Career Scientists
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| Allocation Type | Multi-year Fund |
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| Review Section |
Basic Section 37010:Bio-related chemistry
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| Research Institution | Kyushu University |
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Principal Investigator |
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| Project Period (FY) |
2022-04-01 – 2025-03-31
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| Keywords | 近赤外２光子吸収 / ベンゾピラン / 光解離性保護基 / ケージド化合物 |
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| Outline of Final Research Achievements |
This study aimed to develop organic dyes exhibiting high two-photon absorption cross sections in the near-infrared region (680-1050 nm). Theoretical calculations suggested that the designed benzopyran derivatives would show a red-shifted two-photon absorption maximum around 720 nm. To date, the synthesis of thiocoumarin, a key precursor of the benzopyran derivatives, has been successfully achieved. However, subsequent introduction of the electron-donating methylene unit has not yet been realized. The primary reason for the reaction failure is due to the instability of the methylene unit. Although the research objective was not fully accomplished, the insights gained here are expected to serve as a valuable findings for the future material design and synthesis of two-photon-responsive caged compounds.
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| Free Research Field |
有機光化学
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| Academic Significance and Societal Importance of the Research Achievements |
本研究で設計したD-π-D構造を有するベンゾピラン誘導体は，理論計算の結果から，2光子最大吸収波長が720 nm付近に位置すると予測されている．このような2光子吸収特性を示す有機色素は，近年注目されている2光子蛍光顕微鏡法や光による薬剤の精密デリバリー（光ドラッグデリバリー）など，生体深部への非侵襲的かつ高空間分解能な操作に応用可能である。特に，近赤外光は生体組織に対する透過性が高く，光損傷が少ないという特性を持つことから，本研究で開発を目指したような近赤外2光子応答性ケージド化合物は，将来的に神経科学やがん治療などの分野に革新をもたらす分子ツールとして大きな社会的意義を有すると考えられる．
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