@article{oai:repo.qst.go.jp:00049181,
 author = {Kumata, Katsushi and Zhang, Yiding and Fujinaga, Masayuki and Ohkubo, Takayuki and Mori, Wakana and Yamasaki, Tomoteru and Hanyu, Masayuki and Xie, Lin and Hatori, Akiko and Ming-Rong, Zhang and Kumata, Katsushi and Zhang, Yiding and Fujinaga, Masayuki and Ohkubo, Takayuki and Mori, Wakana and Yamasaki, Tomoteru and Hanyu, Masayuki and Xie, Lin and Hatori, Akiko and Ming-Rong, Zhang},
 issue = {17},
 journal = {Bioorganic & Medicinal Chemistry},
 month = {Aug},
 note = {DAA1106 (N-(2,5-dimethoxybenzyl)-N-(5-fluoro-2-phenoxyphenyl)acetamide), is a potent and selective ligand for the translocator protein (18 KDa, TSPO) in brain mitochondrial fractions of rats and monkey (Ki = 0.043 and 0.188 nM, respectively). In this study, to translate [18F]DAA1106 for clinical studies, we performed automated syntheses of [18F]DAA1106 using the spirocyclic iodonium ylide (1) as a radiolabelling precursor and conducted preclinical studies including positron emission tomography (PET) imaging of TSPO in ischemic rat brains. Radiofluorination of the ylide precursor 1 with [18F]F-, followed by HPLC separation and formulation, produced the [18F]DAA1106 solution for injection in 6% average (n = 10) radiochemical yield (based on [18F]F-) with > 98% radiochemical purity and molar activity of 100–160 GBq/mol at the end of synthesis. The synthesis time was 87 min from the end of bombardment. The automated synthesis achieved [18F]DAA1106 with sufficient radioactivity available for preclinical and clinical use. Biodistribution study of [18F]DAA1106 showed a low uptake of radioactivity in the mouse bones. Metabolite analysis showed that > 96% of total radioactivity in the mouse brain at 60 min after the radiotracer injection was unmetabolized [18F]DAA1106. PET study of ischemic rat brains visualized ischemic areas with a high uptake ratio (1.9  0.3) compared with the contralateral side. We have provided evidence that [18F]DAA1106 could be routinely produced for clinical studies.},
 pages = {4817--4822},
 title = {[18F]DAA1106: automated radiosynthesis using spirocyclic iodonium ylide and preclinical evaluation for positron emission tomography imaging of translocator protein (18 KDa)},
 volume = {26},
 year = {2018}
}