title: Synthesis and properties of cationic 2'-O-[N-(4-aminobutyl)carbamoyl] modified oligonucleotides.
abstract: 2'-O-[N-(4-Aminobutylcarbamoyl)]uridine (U(abcm)) was synthesized and incorporated into oligonucleotides. The oligonucleotides incorporating U(abcm) formed more stable duplexes with their complementary and mismatched RNAs than those containing 2'-O-carbamoyluridine (U(cm)). The stability of duplex with a U(abcm)-rG base pair showed higher thermostability than the duplex having unmodified U-rG base pair. The U(abcm) residue showed enhanced resistance to snake venome phosphodiesterase.
authors.affiliation: Department of Life Science, Tokyo Institute of Technology, J2-16, 4259 Nagatsuta, Midoriku, Yokohama 226-8501, Japan. kseio@bio.titech.ac.jp
authors.forename: Kohji
authors.initials: K
authors.lastname: Seio
authors.forename: Munefumi
authors.initials: M
authors.lastname: Tokugawa
authors.forename: Takashi
authors.initials: T
authors.lastname: Kanamori
authors.forename: Hirosuke
authors.initials: H
authors.lastname: Tsunoda
authors.forename: Akihiro
authors.initials: A
authors.lastname: Ohkubo
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Sekine
mesh_terms: D000818:Animals; D020029:Base Pairing; D002412:Cations; D056148:Chromatography, Reverse-Phase; D004355:Drug Stability; D006801:Humans; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000138:chemical synthesis*; D010727:Phosphoric Diester Hydrolases / Q000378:metabolism; D012313:RNA / Q000737:chemistry*; D034622:RNA Interference; D012910:Snake Venoms; D014529:Uridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
chemical_list: D002412:Cations; D009841:Oligonucleotides; D012910:Snake Venoms; D012313:RNA; D010727:Phosphoric Diester Hydrolases; D014529:Uridine