A new precursor for the preparation of 6-[18F]Fluoro-L-m-tyrosine ([18F]FMT): efficient synthesis and comparison of radiolabeling.
For the electrophilic preparation of 6-[18F]fluoro-L-m-tyrosine ([18F]FMT), a PET tracer for measuring changes in dopaminergic function in movement disorders, a novel precursor, N-(tert-butoxycarbonyl)-3-(tert-butoxycarbonyloxy)-6-trimethylstannnyl-L-phenylalanine ethyl ester, was synthesized in four steps and 26% yield starting from L-m-tyrosine. [18F]FMT produced by two methods at two institutions was comparable in both radiochemical yield, 25-26%, and quality (chemical, enantiomeric, and radiochemical purity and specific activity) as that obtained with the original N-trifluoroacetyl-3-acetyl-6-trimethylstannyl-L-m-tyrosine ethyl ester [18F]FMT precursor.
VanBrocklin
Henry F
HF
Department of Nuclear Medicine and Functional Imaging, Lawrence Berkeley National Laboratory, Berkeley, CA 94720, USA.
Blagoev
Milen
M
Hoepping
Alexander
A
O'Neil
James P
JP
Klose
Manuela
M
Schubiger
Pius A
PA
Ametamey
Simon
S
D005462:Fluorine Radioisotopes / Q000737:chemistry* / Q000302:isolation & purification*; D007553:Isotope Labeling / Q000379:methods*; D049268:Positron-Emission Tomography / Q000379:methods*; D019275:Radiopharmaceuticals / Q000737:chemistry / Q000302:isolation & purification; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000302:isolation & purification*
D005462:Fluorine Radioisotopes; D019275:Radiopharmaceuticals; C080704:6-fluoro-3-tyrosine; D014443:Tyrosine