2-Oxoalkyl caged oligonucleotides: one-electron reductive activation into emergence of ordinary hybridization property by hypoxic X-irradiation |
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Authors: | Tanabe Kazuhito Kanezaki Hiroshi Ishii Hirotake Nishimoto Sei-Ichi |
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Institution: | Department of Energy and Hydrocarbon Chemistry, Faculty of Engineering, Kyoto University, Katsura campus, Kyoto, 615-8510, Japan. tanabeka@scl.kyoto-u.ac.jp |
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Abstract: | Ionizing radiation triggers the activation of caged oligodeoxynucleotides (ODNs) with a 2-oxoalkyl leaving group to give the corresponding normal uncaged strands. We designed and synthesized ODNs caged by a 2-oxopropyl group at a given thymine N(3) position (d(oxo)T) to evaluate their one-electron reduction characteristics. Upon hypoxic X-radiolysis in aqueous solution, the caged ODNs released the 2-oxopropyl group to produce the corresponding uncaged ODNs. Digestion by a restriction enzyme Swa I revealed that caged ODN pre-irradiated in hypoxia could form an ordinary duplex with its complementary strand. |
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