2′-O-Hydroxyalkoxymethylribonucleosides and their Incorporation into Oligoribonucleotides

Sergey N. Mikhailov Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Moscow, Russia

Georgii V. Bobkov Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Moscow, Russia

Kyrill V. Brilliantov Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Moscow, Russia

Jef Rozenski Laboratory of Medicinal Chemistry, Rega Institute for Medical Research, Katholieke Universiteit Leuven, Leuven, Belgium

Arthur Van Aerschot Laboratory of Medicinal Chemistry, Rega Institute for Medical Research, Katholieke Universiteit Leuven, Leuven, Belgium

Piet Herdewijn Laboratory of Medicinal Chemistry, Rega Institute for Medical Research, Katholieke Universiteit Leuven, Leuven, Belgium

Michael H. Fisher Department of Pharmacology, School of Medicine, University of North Carolina, Chapel Hill, North Carolina, USA

Rudolph L. Juliano Department of Pharmacology, School of Medicine, University of North Carolina, Chapel Hill, North Carolina, USA

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Abstract

A simple and efficient method for the preparation of pyrimidine 2 ′-O-hydroxyethoxymethylribonucleosides and 2 ′-O-hydroxypropoxymethylribonucleosides has been developed. These modified nucleosides were incorporated into oligoribonucleotides, which were shown to form stable RNA/RNA duplexes. The effect of 2 ′ -O-modification in the antisense and sense strands of small interference RNA was evaluated in multi-drug resistant NIH 3T3 cells.

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Financial support of the Russian Foundation for Basic Research, Programme “Molecular and Cellar Biology,” INTAS and KUL Research Council is acknowledged.

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2′-O-Hydroxyalkoxymethylribonucleosides and their Incorporation into Oligoribonucleotides

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2′-O-Hydroxyalkoxymethylribonucleosides and their Incorporation into Oligoribonucleotides

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