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具有新型无环三唑核苷酸间连接的寡核苷酸类似物的合成与杂交特性

Synthesis and hybridization properties of oligonucleotide analogues with novel acyclic triazole internucleotide linkages.

作者信息

Gładysz Michał, Nowak-Karnowska Joanna, Pasternak Anna, Milecki Jan

机构信息

Institute of Bioorganic Chemistry, Polish Academy of Sciences, Z. Noskowskiego 12/14, 61-704 Poznań, Poland.

Faculty of Chemistry, Adam Mickiewicz University in Poznań, Umultowska 89 b, 61-614 Poznań, Poland.

出版信息

Bioorg Chem. 2017 Jun;72:161-167. doi: 10.1016/j.bioorg.2017.04.004. Epub 2017 Apr 12.

Abstract

Herein, we describe synthesis of novel acyclic dinucleotide analogues connected via triazole linkage in CuAAC reaction. Synthesis pathway starting from previously obtained building blocks containing alkyne or azide functional group is described. Further functionalization and application of dinucleotide analogues in DNA phosphoramidite solid-phase synthesis is also explained. Additionally, we have examined the influence of novel modifications on DNA duplex thermodynamic stability.

摘要

在此,我们描述了通过铜催化的叠氮化物-炔烃环加成反应(CuAAC反应)连接的新型无环二核苷酸类似物的合成。描述了从先前获得的含有炔基或叠氮基官能团的构建块开始的合成途径。还解释了二核苷酸类似物在DNA亚磷酰胺固相合成中的进一步功能化及应用。此外,我们研究了新型修饰对DNA双链体热力学稳定性的影响。

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