Visible‐Light‐Triggered Cross‐Linking of DNA Duplexes by Reversible [2+2] Photocycloaddition of Styrylpyrene

  • Tetsuya Doi
    Graduate School of Engineering Nagoya University Furo-cho, Chikusa-ku Nagoya 464-8603 Japan
  • Hayato Kawai
    Graduate School of Engineering Nagoya University Furo-cho, Chikusa-ku Nagoya 464-8603 Japan
  • Keiji Murayama
    Graduate School of Engineering Nagoya University Furo-cho, Chikusa-ku Nagoya 464-8603 Japan
  • Hiromu Kashida
    Graduate School of Engineering Nagoya University Furo-cho, Chikusa-ku Nagoya 464-8603 Japan
  • Hiroyuki Asanuma
    Graduate School of Engineering Nagoya University Furo-cho, Chikusa-ku Nagoya 464-8603 Japan

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<jats:title>Abstract</jats:title><jats:p>Reversible photo‐cross‐linking of a DNA duplex through the [2+2] photocycloaddition of styrylpyrene is reported. Styrylpyrene moieties on <jats:sc>d</jats:sc>‐threoninol linkers were introduced into complementary positions on DNA strands. Irradiation of the styrylpyrene pair in the duplex with visible light at <jats:italic>λ</jats:italic>=455 nm induced a [2+2] photocycloaddition between styrylpyrenes that cross‐linked the two strands of the duplex. Two diastereomers were formed after [2+2] photocycloaddition as a result of rotation of the styrylpyrene residues. Also, the cycloreversion reaction was induced by UV light at <jats:italic>λ</jats:italic>=340 nm, which reversibly yielded the uncross‐linked strands.</jats:p>

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