[Methoxymethyl and (p-nitrobenzyloxy)methyl groups in the synthesis of oligoribonucleotides by the phosphotriester method].

Bioorganicheskaia khimiia Pub Date : 2011-03-01
V A Efimov, A V Aralov, O G Chakhmakhcheva
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Abstract

An efficient synthetic method for monomer ribonucleotide synthons containing 2'-O-methoxymethyl and 2'O-(p-nitrobenzyloxy)methyl groups used for oligonucleotide phosphotriester method with O-nucleophilic intramolecular catalysis at the stage of formation of internucleotide bond is developed. It is shown that synthons containing protecting 2'-O-(p-nitrobenzyloxy)methyl group may be used for automatic synthesis of phosphotriester oligoribonucleotides with high yields and synthons containing methoxymethyl group--to get 2'-O-modified oligonucleotides.

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[磷三酯法合成低核糖核苷酸中的甲氧基甲基和对硝基苄氧基]。
提出了一种在核苷酸间键形成阶段进行亲核分子内催化的、用于寡核苷酸磷酸三酯法的含有2′- o -甲氧基甲基和2′- o -(对硝基苯氧基)甲基的单体核糖核苷酸合成方法。结果表明,含2′- o -(对硝基苄氧基)甲基的合成子可用于高产率的磷酸三酯寡核苷酸的自动合成,含甲氧基甲基的合成子可得到2′- o修饰的寡核苷酸。
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