title: Automated electrophilic radiosynthesis of [¹⁸F]FBPA using a modified nucleophilic GE TRACERlab FXFDG.
abstract: We modified a commercially available synthesis module for nucleophilic [(18)F]fluorinations (TRACERlab(TM) FXFDG, GE Healthcare) to enable the reliable synthesis of 2-[(18)F]fluoro-4-borono-L-phenylalanine ([(18)F]FBPA) via direct electrophilic substitution of 4-borono-L-phenylalanine with [(18)F]F2 gas. [(18)F]FBPA was obtained with a RCY of 8.5±2.0% and a radiochemical purity of 98±1% in a total synthesis time of 72±7 min (n=22). The modified synthesis module might also be useful for the synthesis of other [(18)F]radiopharmaceuticals via electrophilic substitution reactions while still being suitable for nucleophilic substitution reactions.
authors.affiliation: Health and Environment Department, AIT Austrian Institute of Technology GmbH, Seibersdorf, Austria.
authors.forename: Severin
authors.initials: S
authors.lastname: Mairinger
authors.affiliation: Health and Environment Department, AIT Austrian Institute of Technology GmbH, Seibersdorf, Austria; Department of Clinical Pharmacology, Medical University of Vienna, Vienna, Austria.
authors.forename: Johann
authors.initials: J
authors.lastname: Stanek
authors.affiliation: Health and Environment Department, AIT Austrian Institute of Technology GmbH, Seibersdorf, Austria.
authors.forename: Thomas
authors.initials: T
authors.lastname: Wanek
authors.affiliation: Health and Environment Department, AIT Austrian Institute of Technology GmbH, Seibersdorf, Austria; Department of Clinical Pharmacology, Medical University of Vienna, Vienna, Austria. Electronic address: oliver.langer@ait.ac.at.
authors.forename: Oliver
authors.initials: O
authors.lastname: Langer
authors.affiliation: Health and Environment Department, AIT Austrian Institute of Technology GmbH, Seibersdorf, Austria.
authors.forename: Claudia
authors.initials: C
authors.lastname: Kuntner
mesh_terms: D001896:Boron Compounds / Q000138:chemical synthesis*; D004579:Electron Transport; D004583:Electrons; D004867:Equipment Design; D019544:Equipment Failure Analysis; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D007553:Isotope Labeling / Q000295:instrumentation*; D008422:Materials Testing; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D019275:Radiopharmaceuticals / Q000138:chemical synthesis*; D012371:Robotics / Q000295:instrumentation*
chemical_list: D001896:Boron Compounds; D005462:Fluorine Radioisotopes; D019275:Radiopharmaceuticals; C072915:4-borono-2-fluorophenylalanine; D010649:Phenylalanine
keywords: 2-[(18)F]fluoro-4-borono-l-phenylalanine; Automated synthesis; Boron neutron capture therapy; Electrophilic [(18)F]fluorination; TRACERlab™ FX(FDG)