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 (Lead / Corresponding author), Peter Rider, Angus I. Lamond, Philippe Neuner

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)5143-5151
Number of pages9
JournalNucleic Acids Research
Volume18
Issue number17
DOIs
Publication statusPublished - 11 Sep 1990

    Fingerprint

Cite this