Conformational characteristics of 3'-deoxy-3'-fluoro- and 2',3'-dideoxy-3'-fluororibonucleosides

N. B. Khripach, N. E. Poopeiko, I. Yu. Skorynin, E. V. Borisov

Institute of Bioorganic Chemistry, Academy of Sciences of the Byelorussian SSR, Minsk

Abstract: The conformations of the furanose ring of 3'-deoxy-3'-fluoro- and 2',3'-dideoxy-3'-fluoro-β-D-ribofuranosides of adenine, guanine, cytosine and uracil were determined from the ¹H NMR spectra. The introduction of a highly electronegative fluorine atom at 3'-position was shown to stabilize the furanose S-conformation.

Russian Journal of Bioorganic Chemistry 1991, 17 (11):1521-1525

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