Synthesis and charge transferability of DNA possessing a naphthalimide photosensitizer at an extrahelical position
2013
Takada, Tadao | Kawano, Yuta | Ashida, Akane | Nakamura, Mitsunobu | Kawai, Kiyohiko | Majima, Tetsuro | Yamana, Kazushige
DNA oligonucleotides possessing naphthalimide (NI) at the C5 position of deoxyuridine through an ethynyl-containing linker have been synthesized. Based on time-resolved laser flash photolysis, we showed that the photo-induced charge transfer occurs between NI at the C-5 position and the guanine base of DNA with almost same efficiency (1.8%) when compared to the terminal NI-modified DNA (2.3%). Photoelectrochemical experiments showed that DNA with NI immobilized on the gold electrode generated the photocurrent (28±2nA/cm2). These results revealed that the NI chromophore located in the extrahelical position could work as a good photosensitizer to induce the charge transfer in DNA.
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