[Synthesis and characteristics of modified oligodeoxyribonucleotides containing 2'-O-(2,3-dihydroxypropyl)uridine and 2'-O-(2-exoethyl)uridine].

Autor: Zatsepin TS; Chemical Department and Belozersky Institute of Physicochemical Biology, Moscow State University, Vorob'evy gory, Moscow V-234, 119899 Russia., Kachalova AV, Romanova EA, Stestenko DA, Gait MJ, Oretskaia TS
Jazyk: ruština
Zdroj: Bioorganicheskaia khimiia [Bioorg Khim] 2001 Jan-Feb; Vol. 27 (1), pp. 45-51.
DOI: 10.1023/a:1009579002330
Abstrakt: A new uridine derivative, 2'-O-(2,3-dihydroxypropyl)uridine, and its 3'-phosphoramidite were obtained for direct introduction into oligonucleotides during automated chemical synthesis. Oligonucleotides 10 to 15 nt long harboring 2'-O-(2,3-dihydroxypropyl)uridine residues were synthesized; periodate oxidation of these oligomers gave oligonucleotides containing 2'-O-(2-oxoethyl)uridine residues. The presence of a reactive aldehyde group in 2' position of the carbohydrate moiety was confirmed by the interaction with p-nitrophenylhydrazine and methionine methyl ester. The thermostability of DNA duplexes containing modified units is practically indistinguishable from that of the natural analogues.
Databáze: MEDLINE