title: One-step synthesis of 4-[(18) F]fluorobenzyltriphenylphosphonium cation for imaging with positron emission tomography.
abstract: 4-[(18) F]Fluorobenzyltriphenylphosphonium cation ((18) F-FBnTP) is a promising negative membrane potential targeting positron emission tomography tracer. However, the reported multistep radiolabeling approach for the synthesis of (18) F-FBnTP poses a challenge for routine clinical applications. In this study, we demonstrated that (18) F-FBnTP can be prepared in good conversion yields (~60%, nondecay corrected) in just one step via a copper-mediated (18) F-fluorination reaction using a pinacolyl arylboronate precursor. In addition, our data suggest that (18) F-labeled (phosphonium) cations can be efficiently prepared via a copper-mediated (18) F-fluoronation by using triflate as the counterion.
authors: Department of Molecular Oncology, BC Cancer Agency, Vancouver, British Columbia, Canada.
authors: Zhengxing
authors: Z
authors: Zhang
authors: Department of Molecular Oncology, BC Cancer Agency, Vancouver, British Columbia, Canada.
authors: Chengcheng
authors: C
authors: Zhang
authors: Department of Molecular Oncology, BC Cancer Agency, Vancouver, British Columbia, Canada.
authors: Joseph
authors: J
authors: Lau
authors: Department of Molecular Oncology, BC Cancer Agency, Vancouver, British Columbia, Canada.
authors: Nadine
authors: N
authors: Colpo
authors: Department of Molecular Oncology, BC Cancer Agency, Vancouver, British Columbia, Canada.|Department of Radiology, University of British Columbia, Vancouver, British Columbia, Canada.
authors: François
authors: F
authors: Bénard
authors: Department of Molecular Oncology, BC Cancer Agency, Vancouver, British Columbia, Canada. klin@bccrc.ca.|Department of Radiology, University of British Columbia, Vancouver, British Columbia, Canada. klin@bccrc.ca.
authors: Kuo-Shyan
authors: KS
authors: Lin
mesh_terms: D000818:Animals; D060326:Chemistry Techniques, Synthetic; D005260:Female; D054879:Halogenation; D051379:Mice; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D049268:Positron-Emission Tomography / Q000379:methods*
chemical_list: C513681:18F-fluorobenzyl triphenyl phosphonium; D009943:Organophosphorus Compounds
keywords: 18F-FBnTP, copper-mediated 18F-fluorination; counterion; fluorine-18; phosphonium cation; positron emission tomography