A facile synthesis of precursor for the σ-1 receptor PET radioligand [18F]FTC-146 and its radiofluorination

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22330%2F24%3A43927969" target="_blank" >RIV/60461373:22330/24:43927969 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/60461373:22340/24:43927969

Výsledek na webu

<a href="https://analyticalsciencejournals.onlinelibrary.wiley.com/doi/full/10.1002/jlcr.4081" target="_blank" >https://analyticalsciencejournals.onlinelibrary.wiley.com/doi/full/10.1002/jlcr.4081</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/jlcr.4081" target="_blank" >10.1002/jlcr.4081</a>

Jazyk výsledku

angličtina

Název v původním jazyce

A facile synthesis of precursor for the σ-1 receptor PET radioligand [18F]FTC-146 and its radiofluorination

Popis výsledku v původním jazyce

The sigma-1 receptor is a non-opioid transmembrane protein involved in various human pathologies including neurodegenerative diseases, inflammation, and cancer. The previously published ligand [F-18]FTC-146 is among the most promising tools for sigma-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 [F-18]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 S(N)2 reaction with F-18-fluoride. F-18-fluorination of AM-16 led to a moderate decay-corrected radiochemical yield (RCY = 7.5%) with molar activity (A(m)) of 45.9 GBq/mu mol. Further optimization of this procedure should enable routine radiopharmaceutical production of this promising PET tracer.

Název v anglickém jazyce

A facile synthesis of precursor for the σ-1 receptor PET radioligand [18F]FTC-146 and its radiofluorination

Popis výsledku anglicky

The sigma-1 receptor is a non-opioid transmembrane protein involved in various human pathologies including neurodegenerative diseases, inflammation, and cancer. The previously published ligand [F-18]FTC-146 is among the most promising tools for sigma-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 [F-18]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 S(N)2 reaction with F-18-fluoride. F-18-fluorination of AM-16 led to a moderate decay-corrected radiochemical yield (RCY = 7.5%) with molar activity (A(m)) of 45.9 GBq/mu mol. Further optimization of this procedure should enable routine radiopharmaceutical production of this promising PET tracer.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2024

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

JOURNAL OF LABELLED COMPOUNDS &amp; RADIOPHARMACEUTICALS

ISSN

0362-4803

e-ISSN

1099-1344

Svazek periodika

neuveden

Číslo periodika v rámci svazku

neuveden

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

8

Strana od-do

"neuveden"

Kód UT WoS článku

001135665700001

EID výsledku v databázi Scopus

2-s2.0-85181236060