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■ Synthesis of Alkynyl C-Nucleotide Triphosphates Toward Enzymatic Elongation of Artificial DNA

Yutaro Oda, Junya Chiba,* and Masahiko Inouye

*Graduate School of Medicines and Pharmaceutical Sciences for Research, Toyama University, 2630 Sugitani, Toyama, Toyama 930-0194, Japan

Abstract

Four types of alkynyl C-nucleotide triphosphates were synthesized, in which heterocyclic compounds as a non-natural nucleobase were tethered to deoxyribose through acetylene bonds. The non-natural nucleobases are D*, T*, G*, and C*, corresponding to natural A, T, G, and C, respectively, from a hydrogen-bonding pattern of view. All the non-natural triphosphates were found to be a good substrate for terminal deoxynucleotidyl transferase (TdT), a natural nucleic acid-relevant enzyme.