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Simplified one-pot <sup>18</sup>F-labeling of biomolecules with <i>in situ</i> generated fluorothiophosphate synthons in high molar activity

Hongzhang Yang, Lei Zhang, Huanhuan Liu, Yunming Zhang, Zhaobiao Mou, Xueyuan Chen, Jingchao Li, Fengming He, Zijing Li

2022Theranostics15 citationsDOIOpen Access PDF

Abstract

Rationale: Conventional 18 F-labeling methods that demand substrate pre-modification or lengthy radiosynthesis procedures have impeded the visualization and translation of numerous biomolecules, as biomarkers or ligands, using modern positron emission tomography techniques in vivo. Moreover, 18 F-labeled biomolecules in high molar activity (Am) that are indispensable for sensitive imaging could be only achieved under strict labeling conditions. Methods: Herein, 18 F-labeled fluorothiophosphate (FTP) synthons in high Am have been generated rapidly in situ in reaction solutions with < 5% water via nucleophilic substitution by wet [ 18 F]F -, which required minimal processing from cyclotron target water. Results: Various 18 F-labeled FTP synthons have been prepared in 30 sec at room temperature with high radiochemical yields > 75% (isolated, non-decay-corrected). FTP synthons with unsaturated hydrocarbon or activated ester group can conjugate with typical small molecules, peptides, proteins, and metallic nanoparticles. 337-517 GBq mol -1 Am has been achieved for 18 F-labeled c(RGDyK) peptide using an automatic module with 37-74 GBq initial activity.

Topics & Concepts

SynthonChemistryBiomoleculeRadiosynthesisCombinatorial chemistryIn situMoleculeIsotopic labelingConjugateSmall moleculePositron emission tomographyRadiochemistryOrganic chemistryBiochemistryRadiologyMathematicsMedicineMathematical analysisRadiopharmaceutical Chemistry and ApplicationsMedical Imaging Techniques and ApplicationsPeptidase Inhibition and Analysis