Synthesis and properties of cationic 2′-O-[N-(4-aminobutyl)carbamoyl] modified oligonucleotides

2′-O-[N-(4-Aminobutylcarbamoyl)]uridine (Uabcm) was synthesized and incorporated into oligonucleotides. The oligonucleotides incorporating Uabcm formed more stable duplexes with their complementary and mismatched RNAs than those containing 2′-O-carbamoyluridine (Ucm). The stability of duplex with a Uabcm-rG base pair showed higher thermostability than the duplex having unmodified U-rG base pair. The Uabcm residue showed enhanced resistance to snake venome phosphodiesterase.

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