Efficient synthesis of the 18F-labelled 3-O-methyl-6-[18F]fluoro-L-DOPA.
The 18F-labelled amino acid derivative 3-O-methyl-6-[18F]fluoro-L-DOPA ([18F]OMFD) is a potential radiotracer for imaging tumour tissue using positron emission tomography. The precursor N-formyl-3-O-methyl-4-O-boc-6-trimethyl-stannyl-L-DOPA-ethyl ester enables direct electrophilic radiofluorination by stereoselective destannylation. After partial hydrolysis, optimized HPLC purification and sterile filtration, the [18F]OMFD obtained with high radiochemical purity and ready for use. The total synthesis time is about 50 min and the radiochemical yield achieved is 20-25% (decay corrected, related to [18F]F(2)). It was demonstrated that [18F]OMFD could be produced routinely and reliably for clinical use. [18F]FDOPA-preparation devices can be used with minor modifications.
PET Zentrum Rossendorf, Institut für Bioanorganische und Radiopharmazeutische Chemie, Forschungszentrum Rossendorf, Postfach 510119, Dresden 01314, Germany. f.fuechtner@fz-rossendorf.de
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Steinbach
D002851:Chromatography, High Pressure Liquid; D004295:Dihydroxyphenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000302:isolation & purification; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D006868:Hydrolysis; D007553:Isotope Labeling / Q000379:methods; D011786:Quality Control; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000302:isolation & purification; D013237:Stereoisomerism; D014055:Tomography, Emission-Computed / Q000379:methods
D005462:Fluorine Radioisotopes; D019275:Radiopharmaceuticals; C055151:3-O-methyl-6-fluoro-dopa; D004295:Dihydroxyphenylalanine