New oligonucleotide analogues based on morpholine subunits joined by oxalyl diamide tether

被引:14
作者
Abramova, Tatiana V.
Kassakin, Marat F.
Lomzov, Alexander A.
Pyshnyi, Dmitrii V.
Silnikov, Vladimir N.
机构
[1] Inst Chem Biol & Fundamental Med, Novosibirsk 630090, Russia
[2] Novosibirsk State Univ, Novosibirsk 630090, Russia
关键词
oligonucleotide analogues; morpholine nucleosides; aminonucleosides;
D O I
10.1016/j.bioorg.2006.12.003
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
We report on the design, synthesis and some of the properties of the new oligonucleotide analogues based on morpholine nucleoside (MorB) subunits joined by an oxalyl diamide tether instead of a phosphate group. The synthetic strategy and oligomer design are optimized to easily obtain target substances without using protective groups. The dimers HOMorU-Ox-NHMorU, HOMorU-Ox-NHMorA, and uracil containing the hexamer HOMorU-(Ox-NHMorU)(5) were synthesized. The structures of all substances were confirmed by H-1, C-13, NMR, and mass spectroscopy. Base stacking interactions in dimers were revealed by CD-spectra data. (C) 2007 Elsevier Inc. All rights reserved.
引用
收藏
页码:258 / 275
页数:18
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