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- Title
Improved synthesis and application of [<sup>11</sup>C]benzyl iodide in positron emission tomography radiotracer production.
- Authors
Pekošak, Aleksandra; Filp, Ulrike; Rotteveel, Lonneke; Poot, Alex J.; Windhorst, Albert D.
- Abstract
Positron emission tomography has increased the demand for new carbon-11 radiolabeled tracers and building blocks. A promising radiolabeling synthon is [11C]benzyl iodide ([11C]BnI), because the benzyl group is a widely present functionality in biologically active compounds. Unfortunately, synthesis of [11C]BnI has received little attention, resulting in limited application. Therefore, we investigated the synthesis in order to significantly improve, automate, and apply it for labeling of the dopamine D2 antagonist [11C]clebopride as a proof of concept. [11C]BnI was synthesized from [11C]CO2 via a Grignard reaction and purified prior the reaction with desbenzyl clebopride. According to a one-pot procedure, [11C]BnI was synthesized in 11 min from [11C]CO2 with high yield, purity, and specific activity, 52 ± 3% (end of the cyclotron bombardment), 95 ± 3%, and 123 ± 17 GBq/µmol (end of the synthesis), respectively. Changes in the [11C]BnI synthesis are reduced amounts of reagents, a lower temperature in the Grignard reaction, and the introduction of a solid-phase intermediate purification. [11C]Clebopride was synthesized within 28 min from [11C]CO2 in an isolated decay-corrected yield of 11 ± 3% (end of the cyclotron bombardment) with a purity of >98% and specific activity (SA) of 54 ± 4 GBq/µmol ( n = 3) at the end of the synthesis. Conversion of [11C]BnI to product was 82 ± 11%. The reliable synthesis of [11C]BnI allows the broad application of this synthon in positron emission tomography radiopharmaceutical development. Copyright © 2015 John Wiley & Sons, Ltd.
- Subjects
IODIDES; IODINE compounds synthesis; BENZYL compounds; POSITRON emission tomography; RADIOACTIVE tracers; SPECTRUM analysis
- Publication
Journal of Labelled Compounds & Radiopharmaceuticals, 2015, Vol 58, Issue 8, p342
- ISSN
0362-4803
- Publication type
Article
- DOI
10.1002/jlcr.3307