¹⁸F-Fluorination of a supported 2-(aryl-di-tert-butylsilyl)-N-methyl-imidazole for indirect ¹⁸F-labeling of a V_HH single-variable domain

Anchoring an imidazole-di-tert-butyl-arylsilane possessing an azido group to a polystyrene resin provided a heterogeneous precursor that was radiolabeled easily using aqueous [(18) F]fluoride. After optimizing the conditions (i.e., using DMSO as solvent and heating at 160 degrees C for 15 min), the desired [(18) F]fluorosilane was obtained in 24% radiochemical yield (RCY) and 78% radiochemical purity (RCP) using solid-phase extraction as sole purification. Then, this compound was conjugated by strain-promoted alkyne-azide cycloaddition to a model single-variable domain possessing a cyclooctyne tag, yielding to the desired (18) F-labeled bioconjugate in 2% RCY and >95% RCP after purification by a size exclusion chromatography.