Solid-Phase Synthesis of P-Boronated Oligonucleotides by the H-Boranophosphonate Method
Solid-Phase Synthesis of P-Boronated Oligonucleotides by the H-Boranophosphonate Method
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DOI：
10.1021/jo500185b
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发表时间：
2014-04-18
影响因子：
3.6
通讯作者：
Wada, Takeshi
中科院分区：
文献类型：
--
作者：
Uehara, Sho;Hiura, Shingo;Wada, Takeshi
近年来，P-硼化寡核苷酸作为潜在的治疗性寡核苷酸受到了人们的广泛关注。在这项研究中，我们开发了在中间核苷酸磷上含有一个硼基团和氢原子的H-硼磷酸盐寡核苷酸，并证明了这种新型的P-硼化寡核苷酸是各种P-硼化寡核苷酸的通用前体，如硼磷酸盐、硫代硼磷酸盐和硼磷酰胺。该方法也适用于合成与互补寡核苷酸亲和力显著提高的锁定核酸修饰的硼磷酸盐寡核苷酸。
Recently, P-boronated oligonucleotides have been attracting much attention as potential therapeutic oligonucleotides. In this study, we developed H-boranophosphonate oligonucleotide bearing a borano group and hydrogen atom on the intemucleotidic phosphorus and demonstrated that this novel P-boronated oligonucleotide is a versatile precursor to various P-boronated oligonucleotides such as boranophosphate, boranophosphorothioate, and boranophosphoramidate. The method was also applicable to the synthesis of a locked nucleic acid-modified boranophosphate oligonucleotide, which exhibited a dramatically enhanced affinity to complementary oligonucleotides.