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Novel spin-labeled ribonucleosides 1-5 were synthesized to investigate stability and behavior of N-tert-butyl aminoxyl radical on nucleobase. Site selective lithiation of tri-O-protected ribonucleosides followed by the reaction with 2-methyl-2-nitrosopropane (MNP) resulted in introduction of N-ferf-butylhydroxylamino group into various positions of purine or pyrimidine nucleus. Oxidation of the obtained hydroxylamines with Ag 2 O led to formation of 1-5. EPR study showed that the unpaireddoi:10.1093/nass/1.1.115 fatcat:ztadze3ghngv7gwdfzjlwfrbpu