Synthesis of oligodeoxynucleotides using the oxidatively cleavable 4-methoxytritylthio (MMTrS) group for protection of the 5′-hydroxyl group
Synthesis of oligodeoxynucleotides using the oxidatively cleavable 4-methoxytritylthio (MMTrS) group for protection of the 5′-hydroxyl group
复制标题
使用可氧化裂解的 4-甲氧基三苯甲基硫基 (MMTrS) 基团合成寡脱氧核苷酸以保护 5-羟基
DOI：
10.1039/b9nj00678h
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发表时间：
2010
影响因子：
3.3
通讯作者：
M. Sekine
中科院分区：
文献类型：
--
作者：
K. Seio;M. Shiraishi;Eri Utagawa;A. Ohkubo;M. Sekine
我们研究了使用4-甲氧基三苯甲硫基（MMTrS）保护5′-羟基的含有所有四个核碱基的寡脱氧核苷酸的合成。用强碱如正丁基锂和六甲基二硅基氨基锂，通过适当的碱保护基，可以将MMTrS基团引入到3′-O-TBDMS-脱氧胞苷、-脱氧腺苷和-脱氧鸟苷中。由于MMTrS基团可以通过用I2水溶液氧化来去除，因此核苷酸间亚磷酸酯中间体的氧化可以同时进行。因此，核苷酸链可以在包括偶联、加帽和氧化/脱保护的三步方案中延伸。使用该方案可以合成具有10和20个混合碱基序列的寡脱氧核苷酸。
We examined the synthesis of oligodeoxynucleotides containing all four nucleobases using the 4-methoxytritylthio (MMTrS) group for protection of the 5′-hydroxyl group. The MMTrS group could be introduced into 3′-O-TBDMS-deoxycytidine, -deoxyadenosine and -deoxyguanosine with the appropriate base protecting groups using strong bases such as n-butyl lithium and lithium hexamethyldisilazide. Because the MMTrS group could be removed by oxidation with an aqueous I2 solution, the oxidation of internucleotidic phosphite intermediates could be performed simultaneously. Thus, the nucleotide chain could be extended in a three-step protocol that comprised coupling, capping and oxidation/deprotection. Oligodeoxynucleotides with 10 and 20 mixed-base sequences could be synthesized using this protocol.
影响因子：
7.3
作者：
Somu, Ravindranadh V.;Wilson, Daniel J.;Aldrich, Courtney C.
通讯作者：
Aldrich, Courtney C.