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@ARTICLE{Zlatopolskiy:842597,
author = {Zlatopolskiy, Boris D. and Zischler, Johannes and Schäfer,
Dominique and Urusova, Elizaveta and Guliyev, Mehrab and
Bannykh, Olesia and Endepols, Heike and Neumaier, Bernd},
title = {{D}iscovery of 7-[ 18 {F}]{F}luorotryptophan as a {N}ovel
{P}ositron {E}mission {T}omography ({PET}) {P}robe for the
{V}isualization of {T}ryptophan {M}etabolism in {V}ivo},
journal = {Journal of medicinal chemistry},
volume = {61},
number = {1},
issn = {1520-4804},
address = {Washington, DC},
publisher = {ACS},
reportid = {FZJ-2018-00810},
pages = {189 - 206},
year = {2018},
abstract = {Tryptophan and its metabolites are involved in different
physiological and pathophysiological processes.
Consequently, positron emission tomography (PET) tracers
addressing tryptophan metabolic pathways should allow the
detection of different pathologies like neurological
disorders and cancer. Herein we report an efficient method
for the preparation of fluorotryptophans labeled in
different positions with 18F and their biological
evaluation. 4-7-[18F]Fluorotryptophans ([18F]FTrps) were
prepared according to a modified protocol of
alcohol-enhanced Cu-mediated radiofluorination in $30-53\%$
radiochemical yields. In vitro experiments demonstrated high
cellular uptake of 4-7-[18F]FTrps in different tumor cell
lines. 4, 5-, and 6-[18F]FTrps, although stable in vitro,
suffered from rapid in vivo defluorination. In contrast,
7-[18F]FTrp demonstrated a high in vivo stability and
enabled a clear delineation of serotonergic areas and
melatonin-producing pineal gland in rat brains. Moreover
7-[18F]FTrp accumulated in different tumor xenografts in a
chick embryo CAM model. Thus, 7-[18F]FTrp represents a
highly promising PET probe for imaging of Trp metabolism.},
cin = {INM-5},
ddc = {540},
cid = {I:(DE-Juel1)INM-5-20090406},
pnm = {573 - Neuroimaging (POF3-573)},
pid = {G:(DE-HGF)POF3-573},
typ = {PUB:(DE-HGF)16},
pubmed = {pmid:29053271},
UT = {WOS:000422810800011},
doi = {10.1021/acs.jmedchem.7b01245},
url = {https://juser.fz-juelich.de/record/842597},
}