Visible‐Light‐Triggered Cross‐Linking of DNA Duplexes by Reversible [2+2] Photocycloaddition of Styrylpyrene |
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Authors: | Tetsuya Doi Hayato Kawai Keiji Murayama Dr Hiromu Kashida Prof Dr Hiroyuki Asanuma |
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Institution: | 1. Graduate School of Engineering, Nagoya University, Nagoya, Japan;2. PRESTO (Japan) Science and Technology Agency, Saitama, Japan |
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Abstract: | Reversible photo‐cross‐linking of a DNA duplex through the 2+2] photocycloaddition of styrylpyrene is reported. Styrylpyrene moieties on d ‐threoninol linkers were introduced into complementary positions on DNA strands. Irradiation of the styrylpyrene pair in the duplex with visible light at λ=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 λ=340 nm, which reversibly yielded the uncross‐linked strands. |
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Keywords: | cross-linking cycloaddition cycloreversion DNA photochemistry |
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