Searching for the ideal triazole: Investigating the 1,5-triazole as a charge neutral DNA backbone mimic
Searching for the ideal triazole: Investigating the 1,5-triazole as a charge neutral DNA backbone mimic
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DOI：
10.1016/j.tet.2019.130914
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发表时间：
2020-02-14
期刊：
影响因子：
2.1
通讯作者：
Brown, Tom
中科院分区：
文献类型：
--
作者：
Baker, Ysobel R.;Traore, Diallo;Brown, Tom
设计、合成并评估了一种模仿 DNA 中磷酸二酯主链的新型三唑键。与之前利用铜在 DNA 主链中形成 1,4 三唑键不同，钌催化剂用于产生 1,5 三唑。使用固相合成，通过亚磷酰胺结构单元将人工连接整合到 DNA 主链中。通过紫外熔解和圆二色性评估主链中具有 1,5 三唑键的 DNA 的生物物理特性，并与之前报道的用不同长度的 1,4 三唑键修饰的 DNA 进行比较。 (C) 2020 Elsevier Ltd. 保留所有权利。
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. (C) 2020 Elsevier Ltd. All rights reserved.