Mykhailiuk Pavel K, Kishko Igor, Kubyshkin Vladimir, Budisa Nediljko, Cossy Janine
Taras Shevchenko National University of Kyiv, Chemistry Department, Volodymyrska 64, 01601, Kyiv, Ukraine.
Enamine Ltd., Chervonotkatska 78, 02094, Kyiv, Ukraine.
Chemistry. 2017 Sep 27;23(54):13279-13283. doi: 10.1002/chem.201703446. Epub 2017 Aug 31.
The incorporation of fluorinated moieties into organic structures is a particularly powerful approach for generating compounds with useful biological applications in industry, pharmacology, and agriculture. Here, the recently developed reagent-CF HCHN -selectively esterifies carboxyl groups on organic molecules in the presence of other polar functional groups. The reaction is remarkably simple, proceeding at room temperature in chloroform without addition of a catalyst. The procedure allows "last-step" incorporation of a fluorinated ester moiety into organic structures, including bioorganic molecules such as peptides and proteins. The fluorinated ester can subsequently function as a F-probe in biomolecules, thereby enabling molecular size determination by diffusion F NMR experiments.
将氟化基团引入有机结构是一种特别有效的方法，可用于生成在工业、药理学和农业中具有有用生物应用的化合物。在这里，最近开发的试剂-CF HCHN -在其他极性官能团存在下选择性地酯化有机分子上的羧基。该反应非常简单，在室温下于氯仿中进行，无需添加催化剂。该方法允许将氟化酯部分“最后一步”引入有机结构，包括肽和蛋白质等生物有机分子。氟化酯随后可作为生物分子中的F探针，从而通过扩散F NMR实验确定分子大小。
