Synthesis and properties of oligodeoxyribonucleotides containing 2′-O-(2,3-dihydroxypropyl)- and 2′-O-(2-oxoethyl)arabinouridine residues

T. S. Zatsepin, Yu M. Ivanova, D. A. Stetsenko, M. J. Gait, T. S. Oretskaya

Результат исследований: Вклад в журналСтатьярецензирование

Аннотация

2′-O-(2,3-Dihydroxypropyl)arabinouridine-containing oligodeoxyribonucleotides were synthesized starting from a new modified nucleoside, viz., 2′-O-(2,3-dihydroxypropyl)arabinouridine, and the corresponding 3′-phosphoramidite. Oxidation of these oligodeoxyribonucleotides with sodium periodate afforded oligonucleotides containing 2′-O-(2-oxoethyl)arabinouridine residues. Subsequent modification of the aldehyde-containing oligonucleotides involved the reactions with 9-hydrazinoacridine and N-aminooxyacetyl peptide and reductive amination by 4-(1-pyrenyl)butyrohydrazide and biotin hydrazide. Thermal stabilities of duplexes of modified oligodeoxyribonucleotides with complementary oligodeoxyribonucleotides are slightly lower than those of natural duplexes. Duplexes with complementary oligoribonucleotides are substantially destabilized.

Язык оригиналаАнглийский
Страницы (с-по)238-246
Число страниц9
ЖурналRussian Chemical Bulletin
Том54
Номер выпуска1
DOI
СостояниеОпубликовано - янв. 2005
Опубликовано для внешнего пользованияДа

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