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Synthesis and Properties of Oligonucleotides Containing 2,4‐Dihydroxycyclohexyl Nucleosides
Authors:Dorothe Bardiot  Helmut Rosemeyer  Eveline Lescrinier  Jef Rozenski  Arthur Van&#x;Aerschot  Piet Herdewijn
Abstract:Cyclohexyl nucleosides with an adenine and uracil base have been synthesized from 2‐azidocyclohexane‐1,5‐diol. The obtained racemic nucleosides were resolved using (R)‐O‐methylmandelic acid. Short oligonucleotides were synthesized using phorphoramidite chemistry. However, these oligonucleotides do not show self‐hybridization, and duplexes are less stable than those of ribopyranosyl‐(4′ → 2′)‐oligonucleotides.
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