Synthesis of Oligodeoxyribonucleoside Methylphosphonates Containing 2-Aminopurine

Abstract

Oligodeoxyribonucleoside methylphosphonates containing multiple 2-aminopurine bases were synthesized by solid-phase phosphonamidite chemistry for investigating their triple helix formation with natural DNA or other duplex targets and for cellular uptake studies of the methylphosphonate oligomers. The base-labile phenoxyacetyl group was used as the N ²-amino protecting group for 2-aminopurine, allowing the final deprotection of the oligomers to be performed under the standard ethylenediamine condition.