Journal Article

FZJ-2019-00813

http://join2-wiki.gsi.de/foswiki/pub/Main/Artwork/join2_logo100x88.png 2-[18F]Fluorophenylalanine: Synthesis by Nucleophilic 18F-Fluorination and Preliminary Biological Evaluation

Modemann, D.FZJ* ; Zlatopolskiy, B.FZJ* ; Urusova, E.FZJ* ; Zischler, J.FZJ* ; Craig, A.FZJ* ; Ermert, J.FZJ* ; Guliyev, M.FZJ* ; Endepols, H. ; Neumaier, B. (Corresponding author)FZJ*

2019
Thieme Stuttgart [u.a.]

This record in other databases:    

Please use a persistent id in citations: doi:10.1055/s-0037-1611370

Abstract: 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.

---

Contributing Institute(s):

1. Nuklearchemie (INM-5)

Research Program(s):

1. 573 - Neuroimaging (POF3-573) (POF3-573)

Appears in the scientific report 2019

---

Database coverage:
; Clarivate Analytics Master Journal List ; Current Contents - Life Sciences ; Current Contents - Physical, Chemical and Earth Sciences ; Ebsco Academic Search ; IF < 5 ; JCR ; Nationallizenz ; SCOPUS ; Science Citation Index ; Science Citation Index Expanded ; Web of Science Core Collection

---