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Initial experience in synthesis of (2S,4R)-4-[ F]fluoroglutamine for clinical application. | LitMetric

AI Article Synopsis

Article Abstract

We report initial experience in synthesis of (2S,4R)-4-[ F]fluoroglutamine, [ F]FGln, which has been used as a tool for monitoring glutamine metabolism in cancer patients. [ F]FGln was prepared by a fully automated PET-MF-2V-IT-I synthesizer under GMP-compliant conditions for routine clinical studies. The total radiosynthesis time was about 65 minutes, the decay-corrected radiochemical yield was 18.0 ± 4.2% (n = 59; failure n = 15), and the radiochemical purity was greater than 90%. In some situations, the yields were low (less than 5%), and the most likely cause of this problem is the initial fluorination step; the fluoride ion might not have been fully activated. In other occasions, low final radiochemical purity was often associated with the failure of the second step-removal of protection groups by anhydrous trifluoroacetic acid. A trace amount of water led to production of undesired 4-[ F]fluoroglutamic acid. Knowledge learned from the successes and failures of synthesis may be helpful to identify critical steps and pitfalls for preparation of this clinically useful metabolic probe, [ F]FGln, for imaging glutamine utilization in tumor of cancer patients.

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http://dx.doi.org/10.1002/jlcr.3719DOI Listing

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