PMID: 7542046Jan 1, 1995Paper

(2'-5')-Oligo-3'-deoxynucleotides: selective binding to single-stranded RNA but not DNA

Antisense Research and Development
R Alul, G D Hoke

Abstract

Oligodeoxynucleotides with (2'-5') internucleotide linkages have been synthesized on a solid support via standard cyanoethyl phosphoramidite chemistry. This simple change in the oligonucleotide bond connectivity led to unique properties. UV melting temperature experiments indicate that the (2'-5')-oligo-3'-deoxyadenylates, (2'-5')-3'-dA8 and (2'-5')-3'-dA8(s) phosphorothioate, hybridize selectively to single-stranded RNA but not DNA. The complex (2'-5')-3'-dA8:poly (U) (Tm = 32 degrees C) was nearly as stable as the natural (3'-5')-2'-dA8 and poly (U) (Tm = 33 degrees C) in 130 mM NaCl, and 10 mM phosphate buffer (pH 7.5). However, no association was observed upon mixing (2'-5')-3'-dA8 and poly (dT). The (2'-5') linkages also confer greater resistance to exo- and endonucleolytic degradation compared with (3'-5')-linked oligomers. The rate of degradation of (2'-5')-3'-dA8 was almost four times less than that of (3'-5')-2'-dA8 in cell culture medium containing 10% heat-inactivated fetal calf serum. An increase in stability for (2'-5')-3'-dA8 against endonuclease activity was observed in both cytoplasmic and nuclear extracts. The nucleic acid selectivity of (2'-5')-oligo-3'-deoxynucleotides may represent an important design featur...Continue Reading

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Citations

Nov 27, 2001·Nucleosides, Nucleotides & Nucleic Acids·A KumarS B Katti
Apr 29, 2004·Nucleosides, Nucleotides & Nucleic Acids·Tarek Aboul-FadlArthur D Broom
May 5, 2018·Expert Opinion on Drug Delivery·Kevin CraigMansoor Amiji
Nov 13, 1998·Nucleic Acids Research·M J Damha, A Noronha
Dec 2, 1998·Journal of Biomolecular Structure & Dynamics·B J Premraj, N Yathindra
May 9, 2001·Biochemical and Biophysical Research Communications·B J PremrajN Yathindra
Dec 31, 1997·Biochemical Pharmacology·C F Bennett
Jun 12, 1998·Pharmacology & Therapeutics·M R Player, P F Torrence
Oct 17, 2002·Journal of the American Chemical Society·Phillip Ordoukhanian, Gerald F Joyce
Jan 8, 2004·Journal of the American Chemical Society·Surajit SinhaChristopher Switzer

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