Positron emission tomography employing 6-l-[F]fluoro-3,4-dihydroxyphenylalanine (6-l-[F]FDOPA) is currently a highly relevant clinical tool for detection of gliomas, neuroendocrine tumors and evaluation of Parkinson's disease progression. Yet, the deficiencies of electrophilic synthesis of 6-l-[F]FDOPA hold back its wider use. To fulfill growing clinical demands for this radiotracer, novel synthetic strategies via direct nucleophilic F-radiloabeling starting from multi-Curie amounts of [F]fluoride, have been recently introduced. In particular, Cu-mediated radiofluorination of arylpinacol boronates and arylstannanes show significant promise for introduction into clinical practice. In this short review these current developments will be discussed with a focus on their applicability to automation.
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http://dx.doi.org/10.3390/molecules25194365 | DOI Listing |
Molecules
July 2024
N.P. Bechtereva Institute of the Human Brain, 197022 St. Petersburg, Russia.
Currently, the copper-mediated radiofluorination of aryl pinacol boronates (arylBPin) using the commercially available, air-stable Cu(OTf)2Py4 catalyst is one of the most efficient synthesis approaches, greatly facilitating access to a range of radiotracers, including drug-like molecules with nonactivated aryl scaffolds. Further adjustment of this methodology, in particular, the [F]fluoride recovery step for the routine preparation of radiotracers, has been the focus of recent research. In our recent study, an organic solution of 4-dimethylaminopyridinium trifluoromethanesulfonate (DMAPOTf) was found to be an efficient PTC for eluting radionuclides retained on the weak anion exchange cartridge, Oasis WAX 1cc, employing the inverse sorption-elution protocol.
View Article and Find Full Text PDFNucl Med Mol Imaging
June 2022
Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology University, Vellore, Tamil Nadu 632014 India.
Purpose: The clinical demand of 6l F] FDOPA is gaining rapidly for imaging neurodegenerative diseases by using positron emission tomography. Hence, large-scale production of 6-l-[F] FDOPA is necessary. This paper describes our experience on the production of 6-l-[F]FDOPA via nucleophilic synthesis using NEPTIS module and a commercially available cassette based chemistry.
View Article and Find Full Text PDFMolecules
September 2021
Institute of Neuroscience and Medicine, INM-5: Nuclear Chemistry, Forschungszentrum Jülich GmbH, 52425 Jülich, Germany.
6-l-[F]Fluoro--tyrosine (6-l-[F]FMT) represents a valuable alternative to 6-l-[F]FDOPA which is conventionally used for the diagnosis and staging of Parkinson's disease. However, clinical applications of 6-l-[F]FMT have been limited by the paucity of practical production methods for its automated production. Herein we describe the practical preparation of 6-l-[F]FMT using alcohol-enhanced Cu-mediated radiofluorination of Bpin-substituted chiral Ni(II) complex in the presence of non-basic BuONTf using a volatile PrOH/MeCN mixture as reaction solvent.
View Article and Find Full Text PDFMolecules
September 2020
N.P. Bechtereva Institute of the Human Brain Russian Academy of Science, 197376 St. Petersburg, Russia.
Positron emission tomography employing 6-l-[F]fluoro-3,4-dihydroxyphenylalanine (6-l-[F]FDOPA) is currently a highly relevant clinical tool for detection of gliomas, neuroendocrine tumors and evaluation of Parkinson's disease progression. Yet, the deficiencies of electrophilic synthesis of 6-l-[F]FDOPA hold back its wider use. To fulfill growing clinical demands for this radiotracer, novel synthetic strategies via direct nucleophilic F-radiloabeling starting from multi-Curie amounts of [F]fluoride, have been recently introduced.
View Article and Find Full Text PDFJ Neurol Sci
August 2002
Department of Neurology, Graduate School of Medical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, 812-8582, Fukuoka, Japan
Previous positron emission tomography (PET) studies have shown widespread hypometabolism in the brain of advanced MSA but the time course of these metabolic abnormalities is largely unknown. In order to clarify the principal disease processes in multiple system atrophy (MSA) in the early stage, we investigated regional cerebral glucose metabolism (rCMGglc) and nigral dopaminergic function in nine patients with early stage of MSA using [(18)F]fluorodeoxyglucose (FDG) and 6-L-[(18)F]fluorodopa ((18)F-Dopa) positron emission tomography (PET) (two men and seven women; age, 59.3+/-5.
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