title: Fully automated radiosynthesis of [1-(2-[18 F]fluoroethyl),1H[1,2,3]triazole 4-ethylene] triphenylphosphonium bromide as a potential positron emission tomography tracer for imaging apoptosis.
abstract: A novel phosphonium salt bearing a fluorine-18 labelled triazole has been designed as a potential imaging agent for apoptosis. The radiosynthesis of [1-(2-[(18)F]fluoroethyl),1H[1,2,3]triazole 4-ethylene] triphenylphosphonium bromide ([(18)F]MitoPhos_01) has been carried out on a fully automated system in a two-step reaction. Radiolabelling an ethyl azide and then carrying out a copper-mediated 1,3-cycloaddition reaction has allowed for total synthesis time to be slightly more than 1 h from aqueous [(18)F]fluoride. After purification by HPLC, the average radiochemical yield was determined to be 9% (not decay corrected); the specific activity was on average 70 GBq/µmol at the end of synthesis, and the radiochemical purity was >99%.
authors.affiliation: Department of Chemistry, Imperial College London, Exhibition Road, London, SW7 2AZ, UK.
authors.forename: Anna
authors.initials: A
authors.lastname: Haslop
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: D017209:Apoptosis; D060326:Chemistry Techniques, Synthetic / Q000379:methods; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D007553:Isotope Labeling / Q000379:methods; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011849:Radioactive Tracers; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D005462:Fluorine Radioisotopes; D009943:Organophosphorus Compounds; D011849:Radioactive Tracers; D014230:Triazoles
keywords: apoptosis imaging; automated synthesis; fluoride; phosphonium salts