Synthesis and properties of triplex-forming oligonucleotides containing 2'-O-(2-methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine

Chenguang Lou, Qiang Xiao, Lavinia Brennan, Mark E Light, Nuria Vergara-Irigaray, Elizabeth M Atkinson, Lindy M Holden-Dye, Keith R Fox, Tom Brown

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

2'-O-(2-Methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine phosphoramidite (MEPU) has been synthesized from d-ribose and 5-iodouracil and incorporated into triplex-forming oligonucleotides (TFOs) by automated solid-phase oligonucleotide synthesis. The TFOs gave very high triplex stability with their target duplexes as measured by ultraviolet/fluorescence melting and DNase I footprinting. The incorporation of MEPU into TFOs renders them resistant to degradation by serum nucleases.
Original languageEnglish
JournalBioorganic & Medicinal Chemistry Letters
Volume18
Issue number17
Pages (from-to)6389-6397
ISSN0960-894X
DOIs
Publication statusPublished - 2010

Keywords

  • DNA Footprinting
  • Humans
  • Nucleic Acid Conformation
  • Oligodeoxyribonucleotides
  • Structure-Activity Relationship
  • Uridine

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