Abstract

We report herein comprehensive investigations of alkylation/sulfur exchange reactions of sulfur-containing substrates including nucleosides such as s²U, m⁵s²U, s⁴U, s²A and s²T-incorporated DNA enable by comprehensive screenings of the reagents (2a–2h). It has been proven that iodoacetamide (2a) displays the most promising feasibility toward sulfur-containing substrates including s²T, s²U, m⁵s²U, s⁴U and s²A. In sharp contrast, the alkylation process with S-benzyl methanethiosulfonate (BMTS, 2h) displays the best application potential only for s⁴U. Based on these results, the fluorescent labeling of s²T-incorporated DNA and m⁵s²U-modified RNA has been achieved.

Supplemental data for this article is available online at https://doi.org/10.1080/15257770.2021.1942044 .

 抽象的

我们在此报告了对含硫底物（包括核苷，如 s ² U、m ⁵ s ² U、s ⁴ U、s ² A 和 s ² T 掺入 DNA）的烷基化/硫交换反应的全面研究，通过全面筛选试剂 ( 2a–2h )。事实证明，碘乙酰胺 ( 2a ) 对含硫底物（包括 s ² T、s ² U、m ⁵ s ² U、s ⁴ U 和 s ² A）表现出最有前景的可行性。 S-苄基甲硫代磺酸盐(BMTS, 2h ) 仅对s ⁴ U 显示出最佳的应用潜力。基于这些结果，已经实现了s ² T 掺入的DNA 和m ⁵ s ² U 修饰的RNA 的荧光标记。

Supplemental data for this article is available online at https://doi.org/10.1080/15257770.2021.1942044 .