N ⁶ -Methyladenosine (6mA) is a well-known prokaryotic DNA modification that has been shown to play epigenetic roles in eukaryotic DNA. Accurate detection and quantification of 6mA are prerequisites for molecular understanding of the impact of 6mA modification on DNA. However, the existing methods have several problems, such as high false-positive rate, time-consuming and complex operating procedures. Chemical sensors for the selective detection of 6mA modification are rarely reported in the literature. Fluorinated phenylboronic acid combined with ¹⁹F NMR analysis is an effective method for determining DNA or RNA modification. In this study, we presented a simple and fast chemical method for labelling the 6th imino group of 6mA using a boric-acid-derived probe. Besides, the trifluoromethyl group of trifluoromethyl phenylboronic acid (2a) could detect 6mA modification through ¹⁹F NMR. Combined with this sensor system, 6mA modification could be detected well and quickly in 6 types of deoxynucleoside mixtures and DNA samples. Taken together, the method developed in the current study has potential for specific detection of 6mA in biological samples.

中文翻译：

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通过化学衍生化结合 19F NMR 光谱对 N6-甲基腺苷进行鉴定和定量

N ⁶ -甲基腺苷 (6mA) 是一种众所周知的原核 DNA 修饰，已被证明在真核 DNA 中发挥表观遗传作用。准确检测和定量 6mA 是从分子角度理解 6mA 修饰对 DNA 影响的先决条件。但现有方法存在误报率高、耗时且操作过程复杂等问题。用于选择性检测 6mA 修饰的化学传感器在文献中很少报道。氟化苯基硼酸与¹⁹ F NMR 分析相结合是测定 DNA 或 RNA 修饰的有效方法。在本研究中，我们提出了一种简单快速的化学方法，使用硼酸衍生探针标记 6mA 的第 6 个亚氨基。此外，三氟甲基苯基硼酸( 2a )的三氟甲基可以通过¹⁹ F NMR检测到6mA修饰。结合该传感器系统，6mA 修饰可以在 6 种类型的脱氧核苷混合物和 DNA 样品中良好、快速地检测。综上所述，本研究开发的方法具有特异性检测生物样品中 6mA 的潜力。