Chemical Synthesis of a Locked Nucleic Acid-Substituted Dinucleotide Cap Analog

Muthian Shanmugasundaram; Annamalai Senthilvelan; Anilkumar R. Kore

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Chemical Synthesis of a Locked Nucleic Acid-Substituted Dinucleotide Cap Analog

机译：Chemical Synthesis of a Locked Nucleic Acid-Substituted Dinucleotide Cap Analog

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This article describes a reliable and efficient method for synthesis of the dinucleotide cap analog m~(7(LNA))G[5']ppp[5']G containing a locked nucleic acid moiety. The required LNA intermediate for the final coupling reaction, m~(7(LNA))GDP, is prepared in six steps starting from 5'-DMTr-N-DMF LNA guanosine. The overall reaction involves removal of DMTr and DMF groups, 5' monophosphorylation, imidazolide formation, diphosphorylation, and regioselective m~7 methylation. The final coupling reaction of m~(7(LNA))GDP with ImGMP in the presence of zinc chloride as a catalyst affords m~(7(LNA))G[5']ppp[5']G in 59% yield.

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来源
《Current Protocols in Nucleic Acid Chemistry》 |2021年第1期|e22-1-e22-12|共12页
作者
Muthian Shanmugasundaram; Annamalai Senthilvelan; Anilkumar R. Kore;
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作者单位

Life Sciences Solutions Group, Thermo Fisher Scientific, Austin, Texas;

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原文格式 PDF
正文语种英语
中图分类生物化学;
关键词
7-methylguanosine; anti-reverse cap analog; eukaryotic mRNA; locked nucleic acid; regioselective;

Chemical Synthesis of a Locked Nucleic Acid-Substituted Dinucleotide Cap Analog

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