% IMPORTANT: The following is UTF-8 encoded. This means that in the presence % of non-ASCII characters, it will not work with BibTeX 0.99 or older. % Instead, you should use an up-to-date BibTeX implementation like “bibtex8” or % “biber”. @ARTICLE{Kolks:1017642, author = {Kolks, Niklas and Neumaier, Felix and Neumaier, Bernd and Zlatopolskiy, Boris D.}, title = {{P}reparation of {NI}n-{M}ethyl-6-[18{F}]fluoro- and 5-{H}ydroxy-7-[18{F}]fluorotryptophans as {C}andidate {PET}-{T}racers for {P}athway-{S}pecific {V}isualization of {T}ryptophan {M}etabolism}, journal = {International journal of molecular sciences}, volume = {24}, number = {20}, issn = {1422-0067}, address = {Basel}, publisher = {Molecular Diversity Preservation International}, reportid = {FZJ-2023-04258}, pages = {15251}, year = {2023}, abstract = {Abstract: 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.}, cin = {INM-5}, ddc = {540}, cid = {I:(DE-Juel1)INM-5-20090406}, pnm = {5253 - Neuroimaging (POF4-525)}, pid = {G:(DE-HGF)POF4-5253}, typ = {PUB:(DE-HGF)16}, pubmed = {37894930}, UT = {WOS:001094305600001}, doi = {10.3390/ijms242015251}, url = {https://juser.fz-juelich.de/record/1017642}, }