Synthesis and triplex forming properties of pyrrolidino pseudoisocytidine containing oligodeoxynucleotides
Synthesis and triplex forming properties of pyrrolidino pseudoisocytidine containing oligodeoxynucleotides
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DOI：
10.1039/b502799c
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发表时间：
2005-01-01
影响因子：
3.2
通讯作者：
Leumann, CJ
中科院分区：
文献类型：
--
作者：
Mayer, A;Häberli, A;Leumann, CJ
Pyrrolidino pseudo-C-nucleosides are isosteres of natural deoxynucleosides which are protonated at the pyrrolidino ring nitrogen under physiological conditions. As constituents of a triplex forming oligodeoxynucleotide (TFO), the positive charge is expected to stabilise DNA triple helices via electrostatic interactions with the phosphodiester backbone of the tar-L et DNA. We describe the synthesis of the pyrrolidino isocytidine pseudonucleoside and the corresponding phosphoramidite building block and its incorporation into TFOs. Such TFOs Show Substantially increased DNA affinity compared to unmodified oligodeoxynucleotides. The increase in affinity is shown to be due to the positive charge at the pyrrolidino subunit.
