2 '-Aminoethoxy-2-amino-3-methylpyridine in Triplex-Forming Oligonucleotides: High Affinity, Selectivity and Resistance to Enzymatic Degradation

Chenguang Lou, Montserrat Shelbourne, Keith R. Fox, Tom Brown

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

The phosphoramidite monomer of the C-nucleoside 2'-aminoethoxy-2-amino-3-methylpyridine (AE-MAP) has been synthesized for the first time and incorporated into triplex-forming oligonucleotides (TFOs). Ultraviolet melting and DNase I footprinting studies show that AE-MAP is a potent triplex-stabilizing monomer that is selective for GC base pairs. TFOs containing AE-MAP bind with high affinity to duplexes but only weakly to single stranded DNA. In addition, AE-MAP confers high nuclease resistance on oligonucleotides. TFOs containing AE-MAP have potential for gene knock-out and gene expression studies.
Original languageEnglish
JournalChemistry: A European Journal
Volume17
Issue number52
Pages (from-to)14851-14856
Number of pages6
ISSN0947-6539
Publication statusPublished - Dec 2011
Externally publishedYes

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