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通过荧光苯并咪唑的异常硝化反应对亚硝酸根离子进行高选择性和高灵敏度检测。

Highly Selective and Sensitive Detection of Nitrite Ion by an Unusual Nitration of a Fluorescent Benzimidazole.

作者信息

Singh Lachhman, Ranjan Nihar

机构信息

Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Raebareli, New Transit Campus, Lucknow 226002, Uttar Pradesh, India.

出版信息

J Am Chem Soc. 2023 Feb 8;145(5):2745-2749. doi: 10.1021/jacs.2c10850. Epub 2023 Jan 30.

DOI:10.1021/jacs.2c10850
PMID:36716209
Abstract

Nitrite (NO) is a physiologically significant anion having implications for cellular signaling. Here we report our serendipitous discovery of highly selective fluorescence-based nitrite sensing using a benzimidazole which stems from hitherto-unknown direct nitration of a benzimidazole using sodium nitrite. Using one- and two-dimensional NMR techniques, we elucidate the chemical structures of the new nitrated benzimidazoles and show differences in the nitration products using conventional nitration with nitric acid. We also show its utility in robust sensing of nitrite-containing samples.

摘要

亚硝酸盐(NO)是一种对细胞信号传导有重要影响的生理活性阴离子。在此,我们报告了一项意外发现,即使用苯并咪唑实现基于荧光的高选择性亚硝酸盐传感,这源于亚硝酸钠对苯并咪唑进行的前所未知的直接硝化反应。利用一维和二维核磁共振技术,我们阐明了新硝化苯并咪唑的化学结构,并展示了与用硝酸进行常规硝化反应所得硝化产物的差异。我们还展示了其在对含亚硝酸盐样品进行可靠传感方面的实用性。

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