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使用基于叠氮基的2'-O-保护基团通过快速磷酸三酯法合成RNA。

Synthesis of RNA by the rapid phosphotriester method using azido-based 2'-O-protecting groups.

作者信息

Efimov V A, Aralov A V, Klykov V N, Chakhmakhcheva O G

机构信息

Russian Academy of Sciences, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Moscow, Russia.

出版信息

Nucleosides Nucleotides Nucleic Acids. 2009 Sep;28(9):846-65. doi: 10.1080/15257770903170286.

Abstract

The azidomethyl and 2-(azidomethyl)benzoyl as 2'-OH protecting groups are reported for preparation of oligoribonucleotides by the phosphotriester solid-phase method using O-nucleophilic intramolecular catalysis. The procedures for the synthesis of the corresponding monomer synthons were developed and the usefulness of the application of 2'-O-azidomethyl and 2'-O-2-(azidomethyl)benzoyl groups was examined in the synthesis of different RNA fragments with a chain length of 15-22 nucleotides. The azidomethyl group was found to be more preferable for effective synthesis of oligoribonucleotides. Hybridization properties of RNAs toward their complementary oligonucleotides were examined before and after the removal of 2'-O-azidomethyl groups.

摘要

据报道,叠氮甲基和2-(叠氮甲基)苯甲酰基作为2'-OH保护基团,用于通过使用O-亲核分子内催化的磷酸三酯固相法制备寡核糖核苷酸。开发了相应单体合成子的合成方法,并在合成链长为15-22个核苷酸的不同RNA片段中检验了2'-O-叠氮甲基和2'-O-2-(叠氮甲基)苯甲酰基的应用效果。发现叠氮甲基基团对于有效合成寡核糖核苷酸更具优势。在去除2'-O-叠氮甲基基团之前和之后,检测了RNA与其互补寡核苷酸的杂交特性。

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