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Kenzo Fujimoto, Satomi Kishi and Takashi Sakamoto Geometric Effect on the Photocrosslinking Reaction between 3-Cyanovinylcarbazole Nucleoside and Pyrimidine Base in DNA/RNA Heteroduplex Photochemistry and Photobiology 89

Article first published online: 29 JUL 2013 | DOI: 10.1111/php.12118

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Geometric effect on the photocrosslinking reaction between oligodeoxyribonucleotide having CNVK (CNVK–ODN) and pyrimidine base in oligoribonucleotide (ORN) was investigated using uridine (U) and pseudouridine (Ψ) having a different geometry of a reactive double bond each other. We demonstrated that the geometry of the vinyl group on CNVK and the reactive double bond in the pyrimidine base affected the reactivity of the photocrosslinking reaction between CNVK–ODN and ORN, and that the favorable geometry of U in DNA/RNA heteroduplex enabled a highly efficient photocrosslinking reaction. Moreover, Ψ in DNA/RNA heteroduplex was also reactive with CNVK.

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