Zatsepin T S, Kachalova A V, Romanova E A, Stestenko D A, Gait M J, Oretskaia T S
Chemical Department and Belozersky Institute of Physicochemical Biology, Moscow State University, Vorob'evy gory, Moscow V-234, 119899 Russia.
Bioorg Khim. 2001 Jan-Feb;27(1):45-51. doi: 10.1023/a:1009579002330.
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.
一种新的尿苷衍生物，2'-O-(2,3-二羟基丙基)尿苷及其3'-亚磷酰胺，可在自动化学合成过程中直接引入寡核苷酸。合成了含有2'-O-(2,3-二羟基丙基)尿苷残基的10至15个核苷酸长的寡核苷酸；这些寡聚物经高碘酸盐氧化得到含有2'-O-(2-氧代乙基)尿苷残基的寡核苷酸。通过与对硝基苯肼和甲硫氨酸甲酯的相互作用，证实了碳水化合物部分2'位存在反应性醛基。含有修饰单元的DNA双链体的热稳定性与天然类似物的热稳定性几乎没有区别。
