title: One-pot multi-tracer synthesis of novel (18)F-labeled PET imaging agents.
abstract: (18)F labeled phosphonium salts are increasingly important molecular probes for targeting the mitochondrial membrane potential depletion during apoptosis and for detecting myocardial perfusion deficit. Here, we introduce three new tracers, [(18)F]MitoPhos_04, [(18)F]MitoPhos_05, and [(18)F]MitoPhos_07, that have the potential to act as mitochondrial imaging agents. Moreover, they have the added advantage of being synthesized in the same reaction vial from one radiolabeled synthon, demonstrating a new approach to synthesizing multiple tracers in one-pot, which is a highly useful means for increasing the throughput of radiotracer development. The radiosynthesis of the tracers was carried out on a fully automated system via a facile two-step reaction. Utilizing the radiolabeling of an ethyl azide, a copper-mediated 1,3-cycloaddition reaction and isolation via semiprep high-performance liquid chromatography (HPLC) allowed for the simultaneous synthesis of two or three tracers with a total synthesis time of less than 1 h.
authors.affiliation: Department of Chemistry, Imperial College London , South Kensington, London SW7 2AZ, U.K.
authors.forename: Anna
authors.initials: A
authors.lastname: Haslop
authors.forename: Lisa
authors.initials: L
authors.lastname: Wells
authors.forename: Antony
authors.initials: A
authors.lastname: Gee
authors.forename: Christophe
authors.initials: C
authors.lastname: Plisson
authors.forename: Nicholas
authors.initials: N
authors.lastname: Long
mesh_terms: D000818:Animals; D017209:Apoptosis; D001331:Automation; D001386:Azides / Q000737:chemistry; D002412:Cations / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D057930:Click Chemistry; D003300:Copper / Q000737:chemistry; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D006801:Humans; D007553:Isotope Labeling; D053078:Membrane Potential, Mitochondrial; D008928:Mitochondria / Q000378:metabolism; D009206:Myocardium / Q000473:pathology; D010710:Phosphates / Q000737:chemistry*; D049268:Positron-Emission Tomography; D019275:Radiopharmaceuticals / Q000138:chemical synthesis / Q000737:chemistry*; D012492:Salts / Q000737:chemistry
chemical_list: D001386:Azides; D002412:Cations; D005462:Fluorine Radioisotopes; D010710:Phosphates; D019275:Radiopharmaceuticals; D012492:Salts; D003300:Copper
keywords: click chemistry; fluorine-18; mitochondria imaging; phosphonium cations