Dovydenko Ilya S, Kupryushkin Maxim S, Pyshnyi Dmitrii V, Apartsin Evgeny K
a Institute of Chemical Biology and Fundamental Medicine SB RAS , Novosibirsk , Russia.
Nucleosides Nucleotides Nucleic Acids. 2018 Feb 1;37(2):102-111. doi: 10.1080/15257770.2017.1421765. Epub 2018 Feb 9.
This paper explores the potential of a modified phosphotriester approach to the synthesis of 5'-phosphoramidate derivatives of DNA and RNA oligonucleotides. The modification of 5'-deprotected support-bound oligonucleotides is done in two steps: i) conversion of the 5'-OH group of an oligonucleotide into an activated phosphodiester, and ii) treatment of the activated phosphodiester with an aminocompound. The approach is efficient and compatible with conventional solid phase oligonucleotide synthesis. It can be used for the conjugation of therapeutically relevant oligonucleotides with functional moieties or carrier constructions, which are to be removed after endocytosis.
本文探讨了一种改良的磷酸三酯法在合成DNA和RNA寡核苷酸的5'-氨基磷酸酯衍生物方面的潜力。对5'-脱保护的固相支持寡核苷酸的修饰分两步进行：i）将寡核苷酸的5'-OH基团转化为活化的磷酸二酯，ii）用氨基化合物处理活化的磷酸二酯。该方法高效且与传统的固相寡核苷酸合成兼容。它可用于将具有治疗相关性的寡核苷酸与功能部分或载体结构进行缀合，这些功能部分或载体结构在内吞作用后将被去除。
