Chimeric RNA with modified backbones: alternating methylene(methylimino) linked phosphodiester backbone oligonucleotides with 2'-OH and 2'-OMe groups.
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.
Prhavc
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M
Department of Medicinal Chemistry, Isis Pharmaceuticals, Inc., Carlsbad, California, USA.
Bhat
B
B
Just
G
G
Cook
P D
PD
Manoharan
M
M
D009841:Oligonucleotides / Q000138:chemical synthesis / Q000737:chemistry*; D010755:Organophosphates / Q000737:chemistry*; D012313:RNA / Q000138:chemical synthesis / Q000737:chemistry*
D009841:Oligonucleotides; D010755:Organophosphates; D012313:RNA