TY  - JOUR
AU  - Zlatopolskiy, Boris D.
AU  - Zischler, Johannes
AU  - Schäfer, Dominique
AU  - Urusova, Elizaveta
AU  - Guliyev, Mehrab
AU  - Bannykh, Olesia
AU  - Endepols, Heike
AU  - Neumaier, Bernd
TI  - Discovery of 7-[ 18 F]Fluorotryptophan as a Novel Positron Emission Tomography (PET) Probe for the Visualization of Tryptophan Metabolism in Vivo
JO  - Journal of medicinal chemistry
VL  - 61
IS  - 1
SN  - 1520-4804
CY  - Washington, DC
PB  - ACS
M1  - FZJ-2018-00810
SP  - 189 - 206
PY  - 2018
AB  - 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.
LB  - PUB:(DE-HGF)16
C6  - pmid:29053271
UR  - <Go to ISI:>//WOS:000422810800011
DO  - DOI:10.1021/acs.jmedchem.7b01245
UR  - https://juser.fz-juelich.de/record/842597
ER  -