Tos-Nos-Mos: Synthesis of different aryl sulfonate precursors for the radiosynthesis of the alpha7 nicotinic acetylcholine receptor radioligand [18F]NS14490. (August 2016)

• Record Type: Journal Article
• Authors: Rötering, Sven; Scheunemann, Matthias; Günther, Robert; Löser, Reik; Hiller, Achim; Dan Peters, ; Brust, Peter; Fischer, Steffen; Steinbach, Jörg
• Is Part Of: Applied radiation and isotopes. Volume 114(2016:Aug.)
• Page Start: 57
• Page End: 62
• Publication Date: 2016-08
• Subjects: Alpha7 nAChR ligand -- PET -- Synthesis of precursor -- Reactivity of precursor -- Tosylate -- Nosylate -- Mosylate; Radiology -- Periodicals; Radiation -- Industrial applications -- Periodicals; Nuclear chemistry -- Periodicals; Internet resource; Periodical; 660.298
• DOI: 10.1016/j.apradiso.2016.04.028
• Languages: English
• ISSNs: 0969-8043

Abstract

Abstract: Radiopharmacological investigations of [ 18 F]NS14490 have proven that this radiotracer could be a potential PET radiotracer for imaging of alpha7 nicotinic acetylcholine receptor particularly with regard to vulnerable plaques of diseased vessels. For further optimisation of the previously automated one-pot radiosynthesis of [ 18 F]NS14490 using a tosylate precursor, precursors with other leaving groups (nosylate and mosylate) were synthesized and compared with the tosylate with respect to their reactivities towards [ 18 F]fluoride. The use of these different precursors resulted in comparable labelling yields of [ 18 F]NS14490. A novel mosylate precursor was synthesized and evaluated, which has revealed a higher stability during a storage period of five months compared to the corresponding tosylate and nosylate. Highlights: Synthesis of different aryl sulfonate precursors for the α7 nAChR radioligand [ 18 F]NS14490. Comparable reactivity of tosylate, nosylate and mosylate precursors towards nucleophilic substitution by [ 18 F]fluoride. A novel mosylate leaving group bearing precursor was synthesized and tested.