title: Synthesis of a phenolic precursor and its efficient O-[18F]fluoroethylation with purified no-carrier-added [18F]2-fluoroethyl brosylate as the labeling agent.
abstract: [(18)F]2-Fluoroethyl-p-toluenesulfonate also called [(18)F]2-fluoroethyl tosylate has been widely used for labeling radioligands for positron emission tomography (PET). [(18)F]2-Fluoroethyl-4-bromobenzenesulfonate, also called [(18)F]2-fluoroethyl brosylate ([(18)F]F(CH2)2OBs), was used as an alternative radiolabeling agent to prepare [(18)F]FEOHOMADAM, a fluoroethoxy derivative of HOMADAM, by O-fluoroethylating the phenolic precursor. Purified by reverse-phase HPLC, the no-carrier-added [(18)F]F(CH2)2OBs was obtained in an average radiochemical yield (RCY) of 35%. The reaction of the purified and dried [(18)F]F(CH2)2OBs with the phenolic precursor was performed by heating in DMF and successfully produced [(18)F]FEOHOMADAM, after HPLC purification, in RCY of 21%.
authors.affiliation: Department of Radiology and Imaging Sciences, Emory University School of Medicine, Center for Systems Imaging, Wesley Woods Health Center, Atlanta, GA, USA.
authors.forename: Nashwa
authors.initials: N
authors.lastname: Jarkas
authors.forename: Ronald J
authors.initials: RJ
authors.lastname: Voll
authors.forename: Mark M
authors.initials: MM
authors.lastname: Goodman
mesh_terms: D001596:Benzylamines / Q000138:chemical synthesis*; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D007553:Isotope Labeling; D019275:Radiopharmaceuticals / Q000138:chemical synthesis*
chemical_list: D001596:Benzylamines; D005462:Fluorine Radioisotopes; C504057:N,N-dimethyl-2-(2'-amino-4'-hydroxymethylphenylthio)benzylamine; D019275:Radiopharmaceuticals
keywords: FEOHOMADAM; [18F]fluoroethyl brosylate; fluorine-18; fluoroethylation