TY  - JOUR
AU  - Modemann, Daniel
AU  - Zlatopolskiy, Boris
AU  - Urusova, Elizaveta
AU  - Zischler, Johannes
AU  - Craig, Austin
AU  - Ermert, Johannes
AU  - Guliyev, Mehrab
AU  - Endepols, Heike
AU  - Neumaier, Bernd
TI  - 2-[18F]Fluorophenylalanine: Synthesis by Nucleophilic 18F-Fluorination and Preliminary Biological Evaluation
JO  - Synthesis
VL  - 51
IS  - 03
SN  - 1437-210X
CY  - Stuttgart [u.a.]
PB  - Thieme
M1  - FZJ-2019-00813
SP  - 664 - 676
PY  - 2019
AB  - 2-[18F]Fluorophenylalanine (2-[18F]FPhe), a promising PET tracer for imaging of cerebral infarction and tumors, was efficiently prepared from an easily accessible iodonium salt precursor using Cu-mediated radiofluorination under “low base” or “minimalist” conditions. Whereas significant racemization was initially observed if the “minimalist” protocol was applied for radiolabeling, it was completely suppressed by the careful adjustment of 18F– preprocessing. The initial biological study revealed a higher uptake of 2- [18F]FPhe in different tumor cells in comparison to that of [18F]FET. In contrast to 4-[18F]FPhe, which suffered from rapid in vivo defluorination, 2-[18F]FPhe demonstrated a sufficient in vivo stability. Conclusively, 2-[18F]FPhe is a promising PET probe which is now readily available using Cu-mediated radiofluorination under “minimalist” or “low base” conditions. The simplicity of the translation of the proposed procedures to automated synthesis modules allows a broad biological evaluation of 2-[18F]FPhe. Notably, the novel protocol for the preparation of N-Boc protected amino acids from the respective Ni-Schiff base complexes was developed which avoided application of strongly acidic conditions.
LB  - PUB:(DE-HGF)16
UR  - <Go to ISI:>//WOS:000455805300005
DO  - DOI:10.1055/s-0037-1611370
UR  - https://juser.fz-juelich.de/record/860016
ER  -