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核苷-5'-四磷酸的简便无保护一锅法化学合成。

Facile protection-free one-pot chemical synthesis of nucleoside-5'-tetraphosphates.

作者信息

Kore Anilkumar R, Senthilvelan Annamalai, Srinivasan Balasubramanian, Shanmugasundaram Muthian

机构信息

Bioorganic Chemistry Division, Life Technologies Corporation, Austin, Texas 78744-1832, USA.

出版信息

Nucleosides Nucleotides Nucleic Acids. 2013;32(8):411-20. doi: 10.1080/15257770.2013.805219.

Abstract

A new, straightforward, reliable, and convenient protection-free one-pot method for the synthesis of 2'-deoxynucleoside-5'-tetraphosphate and ribonucleoside-5'-tetraphosphate is reported. The present synthetic strategy involves the monophosphorylation of a nucleoside followed by reaction with tris-(tri-n-butylammonium) triphosphate and subsequent hydrolysis of the putative cyclic tetrametaphosphate intermediate to provide nucleoside-5'-tetraphosphate in moderate yield with high purity. A plausible mechanism is proposed to account for the formation of product.

摘要

报道了一种用于合成2'-脱氧核苷-5'-四磷酸和核糖核苷-5'-四磷酸的新型、直接、可靠且便捷的无保护一锅法。目前的合成策略包括核苷的单磷酸化,随后与三(三正丁基铵)三磷酸反应,以及随后将假定的环状四偏磷酸中间体水解,以中等产率和高纯度提供核苷-5'-四磷酸。提出了一种合理的机理解释产物的形成。

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