Chemistry Department, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.
Curr Opin Chem Biol. 2018 Aug;45:86-94. doi: 10.1016/j.cbpa.2018.03.001. Epub 2018 Apr 21.
To meet the long-standing challenge of a one-step, last-stage aqueous radiofluorination method for labeling large, water-soluble molecules such as peptides, we sought a mild aqueous fluorination reaction that uses organoboron compositions, which are readily fluorinated in mild aqueous acid to give F-labeled organotrifluoroborates. This robust reaction now provides new F-labeled radioprosthetic groups that can be pre-conjugated to peptides and other polar molecules, and then labeled with aqueous no-carrier-added (NCA) [F]fluoride ion in a single step. A key application facilitated by this method is the production of F-labeled fluorescent-PET tracers. The development of these radioprosthetics, their elaboration onto peptides, and their extension to fluorescent bioconjugates is the focus of this review.
为了满足将大的水溶性分子（如肽）一步标记为最终产物的长期挑战，我们寻求一种温和的水相氟化反应，该反应使用有机硼化合物，这些化合物在温和的水性酸中很容易被氟化，生成 F 标记的有机三氟硼酸盐。这种稳健的反应现在提供了新的 F 标记的放射性前体基团，可以预先与肽和其他极性分子缀合，然后在单一步骤中用水性无载体添加（NCA）[F]氟离子进行标记。该方法促进的一个关键应用是生产 F 标记的荧光-PET 示踪剂。这些放射性前体的开发、它们在肽上的修饰以及它们对荧光生物缀合物的扩展是本综述的重点。
