通过苯并三唑基磷酸三酯法合成短RNA片段。
Synthesis of short RNA fragments by the benzotriazolyl phosphotriester approach.
作者信息
Wreesmann C T, Fidder A, van der Marel G A, van Boom J H
出版信息
Nucleic Acids Res. 1983 Dec 10;11(23):8389-405. doi: 10.1093/nar/11.23.8389.
Abstract
Analytical and experimental evidence will be presented to show that addition of a slight excess of 2-chlorophenyl-0,0-bis[1-benzotriazolyl]phosphate to a properly 2',5'-protected ribonucleoside gives an intermediate 3'-phosphotriester, which, after addition of a 2'-protected ribonucleoside, affords a dimer containing solely a 3'-5'-internucleotide linkage. The above phosphorylation procedure has been used in the synthesis of the pentamer UpApCpGpC.
摘要
将给出分析和实验证据，以表明向适当的2'，5'-保护的核糖核苷中加入略微过量的2-氯苯基-0,0-双[1-苯并三唑基]磷酸酯会生成中间体3'-磷酸三酯，在加入2'-保护的核糖核苷后，得到仅含有3'-5'-核苷酸间连接的二聚体。上述磷酸化方法已用于五聚体UpApCpGpC的合成。
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本文引用的文献
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3
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