1997•Nucleosides and NucleotidesRequires access

Synthesis and Incorporation of 2′-O-Methyl-Pseudouridine into Oligonucleotides

Bruce S. Ross, Guillermo Vasquez, Sheri Manalili, Elena A. Lesnik, Richard H. Griffey

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Abstract

A short multigram synthesis of 2′-O-methylpseudouridine and its phosphoramidite derivative is described which avoids the use of protecting groups on the nitrogens. A binding study of oligonucleotides containing this modification suggest an increased binding affinity to RNA when compared to oligonucleotides incorporating 2′-O-methyluridine.

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What this paper is about

A short multigram synthesis of 2′-O-methylpseudouridine and its phosphoramidite derivative is described which avoids the use of protecting groups on the nitrogens. A binding study of oligonucleotides containing this modification suggest an increased binding affinity to RNA when compared to oligonucleotides incorporating 2′-O-methyluridine.

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Available abstract

A short multigram synthesis of 2′-O-methylpseudouridine and its phosphoramidite derivative is described which avoids the use of protecting groups on the nitrogens. A binding study of oligonucleotides containing this modification suggest an increased binding affinity to RNA when compared to oligonucleotides incorporating 2′-O-methyluridine.

Key concepts: Pseudouridine, Oligonucleotide, Phosphoramidite, Chemistry, Derivative (finance), Combinatorial chemistry, RNA, Stereochemistry

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