SYNTHESIS OF OLIGORIBONUCLEOTIDES USING 4-METHOXYBENZYL GROUP AS A NEW PROTECTING GROUP OF THE 2′-HYDROXYL GROUP OF ADENOSINE
SYNTHESIS OF OLIGORIBONUCLEOTIDES USING 4-METHOXYBENZYL GROUP AS A NEW PROTECTING GROUP OF THE 2′-HYDROXYL GROUP OF ADENOSINE
复制标题
以4-甲氧基苄基作为腺苷2′-羟基的新保护基团合成低聚核糖核苷酸
DOI：
10.1246/cl.1982.189
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发表时间：
1982
影响因子：
1.6
通讯作者：
K. Kamaike
中科院分区：
文献类型：
--
作者：
H. Takaku;K. Kamaike
4-在氢化钠存在下，腺苷与4-甲氧基苄基溴反应，在2′-羟基上直接引入甲氧基苄基。2′-O-（4-甲氧基苄基）腺苷可成功地用于磷酸三酯法合成寡核苷酸。用三苯甲基氟硼酸盐快速去除寡核苷酸的4-甲氧基苄基，并通过酶水解对完全去封闭的寡核苷酸进行表征。
4-Methoxybenzyl group was introduced directly to the 2′-hydroxyl group from the reaction of adenosine with 4-methoxybenzyl bromide in the presence of sodium hydride. The 2′-O-(4-methoxybenzyl)adenosine can be successfully used in the synthesis of oligoribonucleotides via phosphotriester approach. The 4-methoxybenzyl group was removed rapidly from the oligoribonucleotides by triphenylmethyl fluoroborate and the completely deblocked oligoribonucleotides were characterized by emzymatic hydrolysis.