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Nucleic Acids Research, 1990, Vol. 18, No. 17 5143-5151
© 1990

CHEMISTRY

Synthesis and applications of oligoribonucleotides with selected 2'-O-methylation using the 2'-O-[1-(2-fluorophenyl)-4-methoxypiperidin-4-yl] protecting group

Barbro Beijer, Ingrid Sulston, Brian S. Sproat*, Peter Rider, Angus I. Lamond and Philippe Neuner

European Molecular Biology Laboratory Postfach 10.2209, D-6900 Heidelberg, FRG

*To whom correspondence should be addressed

Received May 22, 1990. Revised July 13, 1990. Accepted July 13, 1990.

The synthesis of base protected 5'-O-dimethoxytrityl-2'-O-[1-(2-fluorophenyl)-4-methoxypiperidin-4-yl]-3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidites) is described, using phenoxyacetyl protection for the exocyclic amino groups of guanosine and adenosine and acetyl protection of the amino group of cytidine. High yield assembly of these building blocks into oligoribonucleotides on aminopropyl controlled pore glass was achieved using 5-(4-nitrophenyl)-1H-tetrazole as activator. Mixed sequences containing selected 2'-O-methylation were also synthesised and their significance for the study of RNA biochemistry is discussed.


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