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Radiolabeled tyrosine analogs enter cancer cells via upregulated amino acid transporter system and have been shown to be superior to  18 F-fluoro-2-deoxy-D-glucose ( 18 F-FDG) in differential diagnosis in cancers. In this study, we synthesized O-[3- 19 F-fluoropropyl]-  α  -methyl tyrosine ( 19 F-FPAMT) and used manual and automated methods to synthesize O-[3- 18 F-fluoropropyl]-  α  -methyl tyrosine ( 18 F-FPAMT) in three steps: nucleophilic substitution, deprotection of butoxycarbonyl, and deesterification. Manual and automated synthesis methods produced  18 F-FPAMT with a radiochemical purity >96%. The decay-corrected yield of  18 F-FPAMT by manual synthesis was 34% at end-of-synthesis (88 min). The decay-corrected yield of  18 F-FPAMT by automated synthesis was 15% at end-of-synthesis (110 min).  18 F-FDG and  18 F-FPAMT were used for  in vitro  and  in vivo  studies to evaluate the feasibility of  18 F-FPAMT for imaging rat mesothelioma (IL-45).  In vitro  studies comparing  18 F-FPAMT with  18 F-FDG revealed that  18 F-FDG had higher uptake than that of  18 F-FPAMT, and the uptake ratio of  18 F-FPAMT reached the plateau after being incubated for 60 min. Biodistribution studies revealed that the accumulation of  18 F-FPAMT in the heart, lungs, thyroid, spleen, and brain was significantly lower than that of  18 F-FDG. There was poor bone uptake in  18 F-FPAMT for up to 3 hrs suggesting its  in vivo  stability. The imaging studies showed good visualization of tumors with  18 F-FPAMT. Together, these results suggest that  18 F-FPAMT can be successfully synthesized and has great potential in mesothelioma imaging.

Synthesis and Biological Evaluation of O-[3-18F-fluoropropyl]-α-methyl Tyrosine in Mesothelioma-Bearing Rodents

Synthesis and Biological Evaluation of O-[3-¹⁸F-fluoropropyl]-α-methyl Tyrosine in Mesothelioma-Bearing Rodents