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首页> 外文期刊>Proceedings of the National Academy of Sciences of the United States of America >Oligonucleotide N3'-->P5' phosphoramidates.
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Oligonucleotide N3'-->P5' phosphoramidates.

机译：寡核苷酸N3'-> P5'氨基磷酸酯。

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    摘要

    Synthetic oligonucleotides and their analogs have attracted considerable interest recently. These compounds may lead to highly specific therapeutic agents, as well as to powerful diagnostic tools. Here, we present the synthesis of uniformly modified oligodeoxyribonucleotide N3'-->P5' phosphoramidates containing 3'-NHP(O)(O-)O-5' internucleoside linkages and the study of their hybridization properties. Thermal dissociation experiments show that these compounds form very stable duplexes with single-stranded DNA, RNA, and with themselves following Watson-Crick base pairing. The duplex thermal stability was enhanced by 2.2-2.6 degrees C per modified linkage compared with phosphodiesters. The structure of complexes formed by phosphoramidates closely resembles that of RNA oligomers and corresponds to an A form, as judged by CD spectroscopy. N3'-->P5' phosphoramidates also form stable triplexes with double-stranded DNA under near-physiological conditions when natural phosphodiesters fail to do so. Physicochemical characteristics of the amidates are similar to those of RNA oligomers, even though they are composed of 2'-deoxyfuranose-based nucleosides.
    机译：合成的寡核苷酸及其类似物最近引起了相当大的兴趣。这些化合物可能导致高度特异的治疗剂以及强大的诊断工具。在这里，我们介绍了含有3'-NHP（O）（O-）O-5'核苷间键的均匀修饰的寡脱氧核糖核苷酸N3'-> P5'氨基磷酸酯的合成及其杂交性能的研究。热解离实验表明，这些化合物与单链DNA，RNA以及与它们自身的沃森-克里克碱基配对形成了非常稳定的双链体。与磷酸二酯相比，每个修饰键的双链热稳定性提高了2.2-2.6摄氏度。由氨基甲酸酯形成的复合物的结构与RNA寡聚体的结构非常相似，并且对应于A形式，如通过CD光谱学所判断的。当天然磷酸二酯不能做到这一点时，N3'-> P5'氨基磷酸酯也会在接近生理条件下与双链DNA形成稳定的三链体。酰胺化物的理化特性与RNA低聚物的相似，即使它们由基于2'-脱氧呋喃糖的核苷组成。

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