Synthesis of Highly Fluorescent Cationic Chlorophyll-<i>a</i> Derivatives Possessing a <i>p</i>-Aminopyridinio Group at the 31-Position

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  • Shin Ogasawara
    Graduate School of Life Sciences, Ritsumeikan University, Kusatsu, Shiga 525-8577 , Japan
  • Tatsuya Takahashi
    Graduate School of Life Sciences, Ritsumeikan University, Kusatsu, Shiga 525-8577 , Japan
  • Yuichi Kitagawa
    Division of Materials Chemistry, Faculty of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628 , Japan
  • Hitoshi Tamiaki
    Graduate School of Life Sciences, Ritsumeikan University, Kusatsu, Shiga 525-8577 , Japan

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<jats:title>Abstract</jats:title> <jats:p>p-Aminopyridines were oxidatively substituted at the C31-position of methyl pyropheophorbide-a, a chlorophyll-a derivative. The electron-donating p-dimethylamino groups induced silver metallation during the substitution and inhibited the electron-transfer quenching of fluorescence emission in the metal-free C31-cationic pyridinio adducts prepared by the acidic demetallation of the initially isolated Ag-chlorins.</jats:p>

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