The Sulfo-Click Reaction and Dual Labeling of Nucleosides

Guillaume Clave; Jean-Jacques Vasseur; Michael Smietana

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The Sulfo-Click Reaction and Dual Labeling of Nucleosides

机译：Sulfo-Click反应和双标签核苷

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This article contains detailed synthetic procedures for the implementation of the sulfo-click reaction to nucleoside derivatives. First, 3'-0-TBDMS-protected nucleosides are converted to their corresponding 4;-thioacid derivatives in three steps. Then, various conjugates are synthetized via a biocompatible and chemoselective coupling procedure using sulfonyl azide partners. Finally, to illustrate the potential of the sulfo-click reaction, a nucleoside bearing two orthogonal azido groups is synthesized and engaged in one-pot dual labeling through a sulfo-click/copper-catalyzed azide-alkyne cycloaddition (CuAAC) cascade. The high efficiency of the sulfo-click reaction as applied to nucleosides opens up new possibilities in the context of bioconjugation.

机译：本文包含详细的合成程序的实现sulfo-click对核苷衍生物的反应。首先,3 ' 0-tbdms-protected核苷转换为相应的4;-thioacid衍生品在三个步骤。通过生物相容性的轭合物是形成的和chemoselective耦合过程使用磺酰叠氮化的合作伙伴。sulfo-click反应的潜力,一个核苷轴承两个正交的叠氮基组合成和从事锅双重标签通过sulfo-click / copper-catalyzedazide-alkyne环加成作用(CuAAC)级联。sulfo-click反应的效率高应用于核苷开辟了新的可能性bioconjugation的上下文中。

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来源
《Current Protocols in Nucleic Acid Chemistry》 |2020年第1期|e120/1-e120/20|共20页
作者
Guillaume Clave; Jean-Jacques Vasseur; Michael Smietana;
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作者单位

Universite de Montpellier, CNRS, ENSCM, Montpellier, France;

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原文格式 PDF
正文语种英语
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关键词
Nucleosides; thioacid; AZIDO GROUPREACTIONDualSULFONYL AZIDE;

机译：GROUPREACTIONDualSULFONYL叠氮化;

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The Sulfo-Click Reaction and Dual Labeling of Nucleosides

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