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Searching for the ideal triazole: Investigating the 1,5-triazole as a charge neutral DNA backbone mimic
Tetrahedron ( IF 2.1 ) Pub Date : 2019-12-31 , DOI: 10.1016/j.tet.2019.130914
Ysobel R. Baker , Diallo Traoré , Przemyslaw Wanat , Agnès Tyburn , Afaf H. El-Sagheer , Tom Brown

A novel triazole linkage that mimics the phosphodiester backbone in DNA was designed, synthesised and evaluated. Unlike previous work which utilised copper to form a 1,4 triazole linkage in the DNA backbone, a ruthenium catalyst was used to yield a 1,5 triazole. The artificial linkage was incorporated into a DNA backbone via a phosphoramidite building block using solid phase synthesis. The biophysical properties of DNA with a 1,5 triazole linkage in the backbone were evaluated by UV melting and circular dichroism and compared to DNA modified with previously reported 1,4 triazole linkages of various lengths.



中文翻译:

寻找理想的三唑:研究1,5-三唑作为电荷中性的DNA主链模拟物

设计,合成和评估模拟DNA中的磷酸二酯主链的新型三唑键。与以前的利用铜在DNA主链中形成1,4三唑键的工作不同,钌催化剂用于产生1,5三唑。使用固相合成,通过亚磷酰胺构件将人工连接结合到DNA主链中。通过紫外熔融和圆二色性评估骨架中具有1,5三唑键的DNA的生物物理特性,并将其与先前报道的各种长度的1,4三唑键修饰的DNA进行比较。

更新日期:2019-12-31
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