Novel fluorescent probe for detecting hydroperoxides with strong emission in the visible range

Nobuaki Soh, Tomoyuki Ariyoshi, Tuyoshi Fukaminato, Koji Nakano, Masahiro Irie, Toshihiko Imato

    研究成果: ジャーナルへの寄稿学術誌査読

    30 被引用数 (Scopus)

    抄録

    A novel fluorescent probe, a swallow-tailed perylene derivative for detecting hydroperoxides (Spy-HP), containing perylene 3,4,9,10-tetracarboxyl bisimide as the main skeleton in the structure, was developed. Spy-HP reacted rapidly with hydroperoxides such as m-chloroperbenzoic acid (MCPBA) and cumene hydroperoxide to form its oxidized derivative, Spy-HPOx, and emitted an extremely strong fluorescence (Φ ∼ 1) in the visible range (λex = 524 nm and λem = 535 nm), as the result of canceling the photoinduced electron transfer (PET) effect. The reaction between Spy-HP and hydroperoxides proceeded quantitatively in strict stoichiometry, without being affected by autoxidation or photobleaching. Because of these prominent properties, Spy-HP is expected to be a novel and useful fluorescent probe to 'spy' on hydroperoxides in biosamples.

    本文言語英語
    ページ(範囲)2943-2946
    ページ数4
    ジャーナルBioorganic and Medicinal Chemistry Letters
    16
    11
    DOI
    出版ステータス出版済み - 6月 1 2006

    !!!All Science Journal Classification (ASJC) codes

    • 生化学
    • 分子医療
    • 分子生物学
    • 薬科学
    • 創薬
    • 臨床生化学
    • 有機化学

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