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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 26, Number 1
BKCSDE 26(1)
January 20, 2005 

Synthesis of O-(3-[18F]Fluoropropyl)-L-tyrosine (L-[18F]FPT) and Its Biological Evaluation in 9L Tumor Bearing Rat†
Byung Seok Moon, Sang Wook Kim, Tae Sup Lee, Soon Hyuk Ahn, Kyo Chul Lee, Gwang Il An, Seung Dae Yang, Dae Yoon Chi, Chang Woon Choi, Sang Moo Lim, Kwon Soo Chun*
O-(3-[18F]Fluoropropyl)-L-tyrosine (L-[18F]FPT), O-(2-[18F]Fluoroethyl)-L-tyrosine (L-[18F]FET), Tumor imaging, PET.
O-(3-[18F]Fluoropropyl)-L-tyrosine (L-[18F]FPT) was synthesized by nucleophilic radiofluorination followed by acidic hydrolysis of protective groups and evaluated with 9 L tumor bearing rat. L-[18F]FPT is an homologue of O-(2-[18F]fluoroethyl)-L-tyrosine (L-[18F]FET) which recently is studied as a tracer for tumor imaging using positron emission tomography (PET). [18F]FPT was directly prepared from the precursor of O-(3-ptoluenesulfonyloxypropyl)-N-(tert-butoxycarbonyl)-L-tyrosine methyl ester. FPT-PET image was obtained at 60 min in 9 L tumor bearing rats. The radiochemical yield of [18F]FPT was 40-45% (decay corrected) and the radiochemical purity was more than 95% after HPLC purification. The total time elapsed for the synthesis of [18F]FPT was 100 min from EOB (End-of-bombardment). A comparison of uptake studies between [18F]FPT and [18F]FET was performed. In biodistribution, [18F]FPT showed similar pattern with [18F]FET in various tissues, but [18F]FPT showed low uptake in brain. Furthermore, [18F]FPT showed higher tumor-to-brain ratio than [18F]FET. In conclusion, [18F]FPT seems to be more useful amino acid tracer than [18F]FET for brain tumors imaging with PET.
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