Organotrifluoroborates as prosthetic groups for Single-Step F18-Labeling of Complex Molecules.

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.