A facile synthesis of precursor for the σ-1 receptor PET radioligand [18F]FTC-146 and its radiofluorination
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A facile synthesis of precursor for the σ-1 receptor PET radioligand [18F]FTC-146 and its radiofluorination. / Marešová, Anna; Jurášek, Michal; Drašar, Pavel B.; Dolenský, Bohumil; Prokudina, Elena A.; Shalgunov, Vladimir; Herth, Matthias M.; Cumming, Paul; Popkov, Alexander.
In: Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 67, No. 2, 2024, p. 59-66.Research output: Contribution to journal › Journal article › Research › peer-review
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TY - JOUR
T1 - A facile synthesis of precursor for the σ-1 receptor PET radioligand [18F]FTC-146 and its radiofluorination
AU - Marešová, Anna
AU - Jurášek, Michal
AU - Drašar, Pavel B.
AU - Dolenský, Bohumil
AU - Prokudina, Elena A.
AU - Shalgunov, Vladimir
AU - Herth, Matthias M.
AU - Cumming, Paul
AU - Popkov, Alexander
N1 - Publisher Copyright: © 2024 The Authors. Journal of Labelled Compounds and Radiopharmaceuticals published by John Wiley & Sons Ltd.
PY - 2024
Y1 - 2024
N2 - The σ-1 receptor is a non-opioid transmembrane protein involved in various human pathologies including neurodegenerative diseases, inflammation, and cancer. The previously published ligand [18F]FTC-146 is among the most promising tools for σ-1 molecular imaging by positron emission tomography (PET), with a potential for application in clinical diagnostics and research. However, the published six- or four-step synthesis of the tosyl ester precursor for its radiosynthesis is complicated and time-consuming. Herein, we present a simple one-step precursor synthesis followed by a one-step fluorine-18 labeling procedure that streamlines the preparation of [18F]FTC-146. Instead of a tosyl-based precursor, we developed a one-step synthesis of the precursor analog AM-16 containing a chloride leaving group for the SN2 reaction with 18F-fluoride. 18F-fluorination of AM-16 led to a moderate decay-corrected radiochemical yield (RCY = 7.5%) with molar activity (Am) of 45.9 GBq/μmol. Further optimization of this procedure should enable routine radiopharmaceutical production of this promising PET tracer.
AB - The σ-1 receptor is a non-opioid transmembrane protein involved in various human pathologies including neurodegenerative diseases, inflammation, and cancer. The previously published ligand [18F]FTC-146 is among the most promising tools for σ-1 molecular imaging by positron emission tomography (PET), with a potential for application in clinical diagnostics and research. However, the published six- or four-step synthesis of the tosyl ester precursor for its radiosynthesis is complicated and time-consuming. Herein, we present a simple one-step precursor synthesis followed by a one-step fluorine-18 labeling procedure that streamlines the preparation of [18F]FTC-146. Instead of a tosyl-based precursor, we developed a one-step synthesis of the precursor analog AM-16 containing a chloride leaving group for the SN2 reaction with 18F-fluoride. 18F-fluorination of AM-16 led to a moderate decay-corrected radiochemical yield (RCY = 7.5%) with molar activity (Am) of 45.9 GBq/μmol. Further optimization of this procedure should enable routine radiopharmaceutical production of this promising PET tracer.
KW - chloride leaving group, fluorine-18
KW - FTC-146
KW - non-activated
KW - PET
KW - precursor
KW - radiopharmaceutical
KW - radiosynthesis
KW - [F]FTC-146
KW - σ-1 receptor
U2 - 10.1002/jlcr.4081
DO - 10.1002/jlcr.4081
M3 - Journal article
C2 - 38171540
AN - SCOPUS:85181236060
VL - 67
SP - 59
EP - 66
JO - Journal of Labelled Compounds and Radiopharmaceuticals
JF - Journal of Labelled Compounds and Radiopharmaceuticals
SN - 0362-4803
IS - 2
ER -
ID: 380203441