A new 2',3'-cis diol protecting group required for the solid-phase synthesis of capped oligonucleotide derivatives.

Morihiro Aoyagi, Masatoshi Ushioda, Kohji Seio, Mitsuo Sekine
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引用次数: 2

Abstract

New 2',3'-cis-diol protecting groups of methylated G-capping reagents required for the solid-phase synthesis of capped oligonucleotide derivatives were designed so as to have a phenylborate skeleton with an alkylaminomethyl substituent and a DMTr group. The former can stabilize the boronic ester function. The latter led to significant enhancement of the solubility of the capping building units and the spectrometric assay of the DMTr cation generated upon acid treatment of capped products on solid supports enabled us to estimate easily the coupling yield of the 5'-capping reaction. The utility of these protecting groups are discussed.

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一种新的2',3'-顺式二醇保护基团用于固相合成带帽寡核苷酸衍生物。
设计了固相合成有盖寡核苷酸衍生物所需的甲基化G-capping试剂的新的2',3'-顺式二醇保护基团,使其具有苯基硼酸酯骨架,烷基胺甲基取代基和DMTr基团。前者能稳定硼酯的功能。后者导致盖盖构建单元的溶解度显著增强,并且在固体载体上对盖盖产物进行酸处理后产生的DMTr阳离子的光谱分析使我们能够轻松估计5'盖盖反应的偶联产率。讨论了这些保护组的效用。
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