title: Short-RNA selective binding of oligonucleotides modified using adenosine and guanosine derivatives that possess cyclohexyl phosphates as substituents.
abstract: We have developed new artificial oligonucleotides which distinguish short RNA targets from long ones. The modification of the 5' termini of oligonucleotides by using adenosine derivatives that possess a bulky cyclohexyl phosphate moiety at their base moiety and a phosphate group at the position of their 5'-hydroxyl group maximized their short RNA selectivity. The 2'-O-methyl-RNA (5'-XC(m)A(m)A(m)C(m)C(m)U(m)A(m)C(m)U(m)) having these modifications exhibits ca. 10 °C higher T(m) in the duplexes with the complementary short RNA (3'-GUUGGAUGA-5') than with the long RNA (3'-AUUAUAUGUUGGAUGAUGGUUA-5'). The oligodeoxynucleotides having the same modification exhibited similar selectivity. Such short-RNA selective binding of terminally modified oligonucleotides can be employed to distinguish between mature microRNAs and pre-microRNAs.
authors.affiliation: Department of Life Science, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama, Japan. kseio@bio.titech.ac.jp
authors.forename: Kohji
authors.initials: K
authors.lastname: Seio
authors.forename: Sayako
authors.initials: S
authors.lastname: Kurohagi
authors.forename: Erika
authors.initials: E
authors.lastname: Kodama
authors.forename: Yoshiaki
authors.initials: Y
authors.lastname: Masaki
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: D000241:Adenosine / Q000737:chemistry / Q000378:metabolism*; D001483:Base Sequence; D001665:Binding Sites; D006151:Guanosine / Q000737:chemistry / Q000378:metabolism*; D035683:MicroRNAs / Q000737:chemistry* / Q000378:metabolism*; D009841:Oligonucleotides / Q000737:chemistry / Q000378:metabolism*; D010710:Phosphates / Q000737:chemistry / Q000378:metabolism
chemical_list: D035683:MicroRNAs; D009841:Oligonucleotides; D010710:Phosphates; D006151:Guanosine; D000241:Adenosine