Synthesis of S-([18F]fluoromethyl)-(+)-McN5652 as a potential PET radioligand for the serotonin transporter.
The present study describes the synthesis of the [18F]fluoromethyl analogue of (+)-McN5652 ([18F]FMe-McN) as a new potential tracer for the serotonin transporter. In vitro binding studies have shown that FMe-McN displays only slightly lower affinity for the serotonin transporter (K(i) = 2.3 +/- 0.1 nM) than (+)-McN5652 (K(i) = 0.72 +/- 0.2 nM). The radiofluorinated tracer [18F]FMe-McN was prepared by reaction of normethyl (+)-McN5652 with the fluoromethylation agent [18F]bromofluoromethane in an overall radiochemical yield of 5 +/- 1% (decay-corrected, related to [18F]fluoride) and with high specific radioactivity (200-2,000 GBq/micromol at the end of synthesis).
Zessin
J
J
Institut für Bioanorganische und Radiopharmazeutische Chemie, Forschungszentrum Rossendorf, Postfach 510119, 01314, Dresden, Germany. j.zessin@fz-rossendorf.de
Eskola
O
O
Brust
P
P
Bergman
J
J
Steinbach
J
J
Lehikoinen
P
P
Solin
O
O
Johannsen
B
B
D000818:Animals; D002352:Carrier Proteins / Q000378:metabolism*; D002421:Caudate Nucleus / Q000378:metabolism; D004355:Drug Stability; D005462:Fluorine Radioisotopes; D066298:In Vitro Techniques; D007202:Indicators and Reagents; D007546:Isoquinolines / Q000138:chemical synthesis*; D007553:Isotope Labeling; D009682:Magnetic Resonance Spectroscopy; D008562:Membrane Glycoproteins / Q000378:metabolism*; D026901:Membrane Transport Proteins; D009419:Nerve Tissue Proteins; D017374:Paroxetine / Q000378:metabolism; D011869:Radioligand Assay; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000494:pharmacology; D012702:Serotonin Antagonists / Q000138:chemical synthesis*; D050486:Serotonin Plasma Membrane Transport Proteins; D017367:Selective Serotonin Reuptake Inhibitors / Q000378:metabolism; D012997:Solvents; D013552:Swine; D014055:Tomography, Emission-Computed
D002352:Carrier Proteins; D005462:Fluorine Radioisotopes; D007202:Indicators and Reagents; D007546:Isoquinolines; D008562:Membrane Glycoproteins; D026901:Membrane Transport Proteins; D009419:Nerve Tissue Proteins; D017374:Paroxetine; D019275:Radiopharmaceuticals; D012702:Serotonin Antagonists; D050486:Serotonin Plasma Membrane Transport Proteins; D017367:Selective Serotonin Reuptake Inhibitors; D012997:Solvents; C058079:McN 5652