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通过[3+2]环加成反应实现核苷与寡核苷酸的共轭。

Conjugation of nucleosides and oligonucleotides by [3+2] cycloaddition.

作者信息

Jawalekar Anup M, Meeuwenoord Nico, Cremers J Sjef G O, Overkleeft Herman S, van der Marel Gijs A, Rutjes Floris P J T, van Delft Floris L

机构信息

Institute for Molecules and Materials, Radboud University Nijmegen, Toernooiveld 1, 6525 ED Nijmegen, The Netherlands.

出版信息

J Org Chem. 2008 Jan 4;73(1):287-90. doi: 10.1021/jo702023s. Epub 2007 Dec 4.

Abstract

A procedure is presented for copper(I)-catalyzed [3+2] cycloaddition of nucleosides and nucleotides in near-quantitative yield. Azido-alkyne cycloaddition was applied for the preparation of a range of adenosine dimers and derivatives with versatile functionality, as well as for the smooth condensation of two oligonucleotide strands. The described technology may find valuable application in the synthesis of oligonucleotide dimers and conjugates.

摘要

本文介绍了一种用于铜(I)催化核苷和核苷酸进行[3+2]环加成反应的方法,产率接近定量。叠氮-炔烃环加成反应被用于制备一系列具有多样功能的腺苷二聚体和衍生物,以及用于两条寡核苷酸链的顺利缩合。所描述的技术可能在寡核苷酸二聚体和缀合物的合成中找到有价值的应用。

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