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@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},
}