Issue 22, 2008

Selectivity and affinity of DNA triplex forming oligonucleotides containing the nucleoside analogues2′-O-methyl-5-(3-amino-1-propynyl)uridine and 2′-O-methyl-5-propynyluridine

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.

Graphical abstract: 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

Supplementary files

Article information

Article type
Paper
Submitted
24 Jun 2008
Accepted
13 Aug 2008
First published
23 Sep 2008

Org. Biomol. Chem., 2008,6, 4212-4217

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

H. Li, P. S. Miller and M. M. Seidman, Org. Biomol. Chem., 2008, 6, 4212 DOI: 10.1039/B810709B

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