Iodonium Ylide–Mediated Radiofluorination of 18F-FPEB and Validation for Human Use

Journal of Nuclear Medicine

Nickeisha A. Stephenson¹  Steven H. Liang¹  Daniel L. Yokell¹  Alina Kassenbrock¹  Eli Livni¹  Jason P. Holland¹  Neil Vasdev¹ 

关键词: ¹⁸F-FPEB;    mGlu₅;    iodonium ylide;    PET;    fluorination;   

DOI  :  10.2967/jnumed.114.151332

学科分类：医学（综合）

来源: Society of Nuclear Medicine

【 摘 要 】

Translation of new methodologies for labeling nonactivated aromatic molecules with 18F remains a challenge. Here, we report a one-step, regioselective, metal-free 18F-labeling method that uses a hypervalent iodonium(III) ylide precursor, to prepare the radiopharmaceutical 18F-3-fluoro-5-[(pyridin-3-yl)ethynyl]benzonitrile (18F-FPEB). Methods: Automated radiosynthesis of 18F-FPEB was achieved by reaction of the ylide precursor (4 mg) with 18F-Et4NF in dimethylformamide at 80°C for 5 min and formulated for injection within 1 h. Results: 18F-FPEB was synthesized in 20% ± 5% (n = 3) uncorrected radiochemical yields relative to 18F-fluoride, with specific activities of 666 ± 51.8 GBq (18 ± 1.4 Ci)/μmol at the end of synthesis and was validated for human use. Conclusion: Radiofluorination of iodonium (III) ylides proved to be an efficient radiosynthetic strategy for synthesis of 18F-labeled radiopharmaceuticals.

【 授权许可】

Unknown