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001017642 1001_ $$0P:(DE-Juel1)178654$$aKolks, Niklas$$b0$$ufzj
001017642 245__ $$aPreparation of NIn-Methyl-6-[18F]fluoro- and 5-Hydroxy-7-[18F]fluorotryptophans as Candidate PET-Tracers for Pathway-Specific Visualization of Tryptophan Metabolism
001017642 260__ $$aBasel$$bMolecular Diversity Preservation International$$c2023
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001017642 520__ $$aAbstract: Tryptophan (Trp) is an essential proteinogenic amino acid and metabolic precursor forseveral signaling molecules that has been implicated in many physiological and pathological pro-cesses. Since the two main branches of Trp metabolism—serotonin biosynthesis and kynureninepathway—are differently affected by a variety of neurological and neoplastic diseases, selective visual-ization of these pathways is of high clinical relevance. However, while positron emission tomography(PET) with existing probes can be used for non-invasive assessment of total Trp metabolism, optimalimaging agents for pathway-specific PET imaging are still lacking. In this work, we describe the prepa-ration of two 18F-labeled Trp derivatives, NIn-methyl-6-[18F]fluorotryptophan (NIn-Me-6-[18F]FTrp)and 5-hydroxy-7-[18F]fluorotryptophan (5-HO-7-[18F]FTrp). We also report feasible synthetic routesfor the preparation of the hitherto unknown boronate radiolabeling precursors and non-radioactivereference compounds. Under optimized conditions, alcohol-enhanced Cu-mediated radiofluorinationof the respective precursors afforded NIn-Me-6-[18F]FTrp and 5-HO-7-[18F]FTrp as application-readysolutions in radiochemical yields of 45 ± 7% and 29 ± 4%, respectively. As such, our work providesaccess to two promising candidate probes for pathway-specific visualization of Trp metabolism inamounts sufficient for their preclinical evaluation.
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001017642 7001_ $$0P:(DE-Juel1)175142$$aNeumaier, Felix$$b1
001017642 7001_ $$0P:(DE-Juel1)166419$$aNeumaier, Bernd$$b2$$eCorresponding author
001017642 7001_ $$0P:(DE-Juel1)176188$$aZlatopolskiy, Boris D.$$b3
001017642 773__ $$0PERI:(DE-600)2019364-6$$a10.3390/ijms242015251$$gVol. 24, no. 20, p. 15251 -$$n20$$p15251$$tInternational journal of molecular sciences$$v24$$x1422-0067$$y2023
001017642 8564_ $$uhttps://juser.fz-juelich.de/record/1017642/files/ijms-24-15251-v2.pdf$$yOpenAccess
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