An Efficient Gram-Scale Chemical Synthesis of UNA-Nucleoside-5'-O-Triphosphates

Annamalai Senthilvelan; Muthian Shanmugasundaram; Anilkumar R. Kore

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An Efficient Gram-Scale Chemical Synthesis of UNA-Nucleoside-5'-O-Triphosphates

机译：An Efficient Gram-Scale Chemical Synthesis of UNA-Nucleoside-5'-O-Triphosphates

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摘要

This unit describes a facile, reliable, and efficient method for the gram-scale chemical synthesis of unlocked nucleic acid- (UNA) nucleoside-5'-O-triphosphates such as UNA-guanosine-5'-O-triphosphate (UNA-GTP), UNA-adenosine-5'-O-triphosphate (UNA-ATP), UNA-cytidine-5'-O-triphosphate (UNA-CTP), and UNA-uridine-5'-O-triphosphate (UNA-UTP), starting from the commercially available corresponding nucleoside-5'-O-triphosphate. The present process involves a "one-pot, two-step" strategy that utilizes green chemistry principles. The overall reaction involves the oxidation of nucleoside-5'-O-triphosphate using sodium periodate under aqueous conditions, followed by reduction using sodium borohydride to furnish the corresponding UNA-nucleoside-5'-O-triphosphate in good yields with high purity (>99.5%).

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来源
《Current Protocols in Nucleic Acid Chemistry》 |2023年第5期|e782-1-e782-9|共9页
作者
Annamalai Senthilvelan; Muthian Shanmugasundaram; Anilkumar R. Kore;
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作者单位

Life Sciences and Laboratory Products 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
chemical synthesis; green chemistry; oligonucleotides; therapeutic applications; unlocked nucleic acid;

An Efficient Gram-Scale Chemical Synthesis of UNA-Nucleoside-5'-O-Triphosphates

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