title: Chimeric RNA with modified backbones: alternating methylene(methylimino) linked phosphodiester backbone oligonucleotides with 2'-OH and 2'-OMe groups.
abstract: Synthesis of a novel ribo-MMI dimer with 2'-OH and 2'-OMe in 5'- and 3'-nucleosides, respectively is presented. The synthesis was accomplished by reductive coupling of 3'-deoxy-3'-C-formyluridine and 2'-O-methyl-5'-O-methylaminouridine via a thioacetal as the key intermediate for the top part of the dimer. Incorporation of ribo-MMI dimers into oligonucleotides increased binding affinity for target RNA.
authors.affiliation: Department of Medicinal Chemistry, Isis Pharmaceuticals, Inc., Carlsbad, California, USA.
authors.forename: M
authors.initials: M
authors.lastname: Prhavc
authors.forename: B
authors.initials: B
authors.lastname: Bhat
authors.forename: G
authors.initials: G
authors.lastname: Just
authors.forename: P D
authors.initials: PD
authors.lastname: Cook
authors.forename: M
authors.initials: M
authors.lastname: Manoharan
mesh_terms: D009841:Oligonucleotides / Q000138:chemical synthesis / Q000737:chemistry*; D010755:Organophosphates / Q000737:chemistry*; D012313:RNA / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D009841:Oligonucleotides; D010755:Organophosphates; D012313:RNA