[18F]fluoro-beta-fluoromethylene-m-tyrosine analogs, potential PET agents for presynaptic dopamine terminals: synthesis and spectroscopic characterization.
18F-labeled (E)-beta-fluoromethylene-DL-m-tyrosine (FMMT) was prepared by the direct reaction of FMMT with [18F]acetylhypofluorite (AcOF) resulting into three product isomers. Extensive 1H, 13C and 19F-NMR spectroscopic analysis identify these products to be 2-fluoro, 6-fluoro-FMMT and 2,6-difluoro-FMMT. The HPLC isolated radiochemical EOB yields of these products were 22, 25 and 14%, respectively, based on starting [18F]AcOF. The specific activity at the end of a synthesis time of an hour was ca 200 mCi/mmol. With the possible advantage of "metabolic trapping" in dopamine nerve terminals via covalent binding to MAO and reduced metabolite formation, [18F]F-FMMT may potentially be the optimal PET tracer for CNS dopamine nerve terminals.
Murali
D
D
Department of Medical Physics, University of Wisconsin, Madison 53706.
DeJesus
O T
OT
Sunderland
J J
JJ
Nickles
R J
RJ
D001921:Brain / Q000000981:diagnostic imaging / Q000502:physiology*; D004298:Dopamine / Q000502:physiology*; D009411:Nerve Endings / Q000000981:diagnostic imaging*; D014055:Tomography, Emission-Computed; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis
D014443:Tyrosine; C046880:beta-fluoromethylene-3-tyrosine; D004298:Dopamine