Comparison of Duplex Stabilizing Properties of 2′-Fluorinated Nucleic Acid Analogues with Furanose and Non-Furanose Sugar Rings
The Journal of Organic Chemistry2014Vol. 79(18), pp. 8877–8881
Citations Over TimeTop 24% of 2014 papers
Michael E. Østergaard, Timothy A. Dwight, Andrés Berdeja, Eric E. Swayze, Michael E. Jung, Punit P. Seth
Abstract
We compare the duplex stabilizing properties of 2'-fluorinated nucleic acid analogues with furanose and non-furanose ring systems and dissect the relative contributions of hydration, sugar conformation, and fluorine configuration toward the overall T(m) value. We find that the stabilization imparted by fluorine substitution is additive over that obtained by restricting the conformation of the sugar ring itself. Our studies support further evaluation of fluorinated nucleic acid analogues with non-furanose sugar rings as surrogates of 2'-F RNA for therapeutic antisense applications.
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