title: Highly Ordered Pyrene π-Stacks on an RNA Duplex.
abstract: The syntheses of 2'-O-(pyren-1-ylmethyl)uridine phosphoramidite, 2'-O-(pyren-1-ylmethyl)adenosine phosphoramidite, and multiple pyrene-attached oligo-RNAs are described in this unit. The 2'-O-(pyren-1-ylmethyl)nucleosides are converted into the corresponding 2'-O-(pyren-1-ylmethyl)nucleoside 3'-phosphoramidites, which can be incorporated into the specific position of oligo-RNAs by solid-phase oligonucleotide synthesis. The multiple pyrene-attached oligo-RNA forms an A-form duplex with a complementary multiple pyrene-attached oligo-RNA; the pyrenes are associated with π-stacking along the outside of the duplex.
authors.affiliation: Department of Applied Chemistry, University of Hyogo, Himeji, Japan.
authors.forename: Mitsunobu
authors.initials: M
authors.lastname: Nakamura
authors.affiliation: Department of Applied Chemistry, University of Hyogo, Himeji, Japan.
authors.forename: Tadao
authors.initials: T
authors.lastname: Takada
authors.affiliation: Department of Applied Chemistry, University of Hyogo, Himeji, Japan.
authors.forename: Kazushige
authors.initials: K
authors.lastname: Yamana
mesh_terms: D009690:Nucleic Acid Conformation; D009843:Oligoribonucleotides / Q000138:chemical synthesis / Q000737:chemistry; D011721:Pyrenes / Q000737:chemistry*; D012330:RNA, Double-Stranded / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D009843:Oligoribonucleotides; D011721:Pyrenes; D012330:RNA, Double-Stranded; C030984:pyrene
keywords: oligoribonucleotides; phosphoramidite; pyrene; solid-phase synthesis