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Synthesis and Bioimaging of Positron-Emitting 15O-Labeled 2-Deoxy-D-glucose of Two-Minute Half-Life

Authors

  • Hideki Yorimitsu Dr.,

    1. Department of Chemistry, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Fax: (+81) 3-5800-6889
    2. Present Address: Department of Material Chemistry, Kyoto University, Nishikyo, Kyoto 615-8510, Japan
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  • Yoshihiro Murakami Dr.,

    1. Analysis and Pharmacokinetics Research Laboratories, Astellas Pharma Inc. 5-2-3, Tokodai, Tsukuba, Ibaraki 300-2698, Japan
    2. The Medical and Pharmacological Research Center Foundation, Wo32, Inoyama-cho, Hakui, Ishikawa 925-0613, Japan
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  • Hiroyuki Takamatsu Dr.,

    1. The Medical and Pharmacological Research Center Foundation, Wo32, Inoyama-cho, Hakui, Ishikawa 925-0613, Japan
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  • Shintaro Nishimura Dr.,

    1. Analysis and Pharmacokinetics Research Laboratories, Astellas Pharma Inc. 5-2-3, Tokodai, Tsukuba, Ibaraki 300-2698, Japan
    2. The Medical and Pharmacological Research Center Foundation, Wo32, Inoyama-cho, Hakui, Ishikawa 925-0613, Japan
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  • Eiichi Nakamura Prof. Dr.

    1. Department of Chemistry, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Fax: (+81) 3-5800-6889
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Abstract

In positron emission tomography (PET), which exploits the affinity of a radiopharmaceutical for the target organ, a systematic repertoire of oxygen-15-labeled PET tracers is expected to be useful for bioimaging owing to the ubiquity of oxygen atoms in organic compounds. However, because of the 2-min half-life of 15O, the synthesis of complex biologically active 15O-labeled organic molecules has not yet been achieved. A state-of-the-art synthesis now makes available an 15O-labeled complex organic molecule, 6-[15O]-2-deoxy-D-glucose. Ultrarapid radical hydroxylation of 2,6-dideoxy-6-iodo-D-glucose with molecular oxygen labeled with 15O of two-minute half-life provided the target 15O-labeled molecule. The labeling reaction with 15O was complete in 1.3 min, and the entire operation time starting from the generation of 15O-containing dioxygen by a cyclotron to the purification of the labeled sugar was 7 min. The labeled sugar accumulated in the metabolically active organs as well as in the bladder of mice and rats. 15O-labeling offers the possibility of repetitive scanning and the use of multiple PET tracers in the same body within a short time, and hence should significantly expand the scope of PET studies of small animals.

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