Selectivity and affinity of DNA triplex forming oligonucleotides containing the nucleoside analogues 2′-O-methyl-5-(3-amino-1-propynyl)uridine and 2′-O-methyl-5-propynyluridine

Hong Li, Paul S. Miller, Michael M. Seidman

Research output: Contribution to journalArticlepeer-review

Abstract

Triplex forming oligonucleotides (TFOs) containing the nucleoside analogues 2′-O-methyl-5-propynyluridine (1) and 2′-O-methyl-5-(3-amino-1- propynyl)uridine (2) were synthesized. The affinity and selectivity of triplex formation by these TFOs were studied by gel shift analysis, Tm value measurement, and association rate assays. The results show that the introduction of 1 and 2 into TFOs can improve the stability of the triplexes under physiological conditions. Optimized distribution of 1 or 2 in the TFOs combined with a cluster of contiguous nucleosides with 2′-aminoethoxy sugars resulted in formation of triplexes with further enhanced stability and improved selectivity.

Original languageEnglish (US)
Pages (from-to)4212-4217
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume6
Issue number22
DOIs
StatePublished - 2008

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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