Citigroup Biomedical Imaging Center, Weill Cornell Medicine, New York, NY, USA.
Division of Radiopharmaceutical Sciences, Department of Radiology, Weill Cornell Medicine, New York, NY, USA.
Nat Commun. 2020 Apr 8;11(1):1736. doi: 10.1038/s41467-020-15556-7.
Carbon-11 (C) is one of the most ideal positron emitters for labeling bioactive molecules for molecular imaging studies. The lack of convenient and fast incorporation methods to introduce C into organic molecules often hampers the use of this radioisotope. Here, a fluoride-mediated desilylation (FMDS) C-labeling approach is reported. This method relies on thermodynamically favored Si-F bond formation to generate a carbanion, therefore enabling the highly efficient and speedy incorporation of [C]CO and [C]CHI into molecules with diversified structures. It provides facile and rapid access to C-labeled compounds with carbon-11 attached at various hybridized carbons as well as oxygen, sulfur and nitrogen atoms with broad functional group tolerance. The exemplified syntheses of several biologically and clinically important radiotracers illustrates the potentials of this methodology.
碳-11（C）是标记生物活性分子进行分子成像研究的最理想的正电子发射体之一。缺乏方便快捷的将 C 引入有机分子的方法常常限制了这种放射性同位素的应用。本文报道了一种氟化物介导的去硅化（FMDS）C 标记方法。该方法依赖于热力学有利的 Si-F 键形成来生成碳负离子，从而能够高效快速地将[C]CO 和 [C]CHI 引入具有多种结构的分子中。它为各种杂化碳原子以及具有广泛官能团容忍度的氧、硫和氮原子上连接碳-11 的 C 标记化合物提供了简便快速的合成方法。几个具有生物学和临床重要性的放射性示踪剂的合成实例说明了该方法的潜力。
