Investigations into the synthesis, radiofluorination and conjugation of a new [18 F] fluorocyclobutyl prosthetic group and its in vitro stability using a tyrosine model …

…, S Zitzmann-Kolbe, M Friebe, LM Dinkelborg…

Index: Franck, Dominic; Kniess, Torsten; Steinbach, Joerg; Zitzmann-Kolbe, Sabine; Friebe, Matthias; Dinkelborg, Ludger M.; Graham, Keith Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 3 p. 643 - 652

Full Text: HTML

Citation Number: 7

Abstract

The [18F] fluorocyclobutyl group has the potential to be a metabolically stable prosthetic group for PET tracers. The synthesis of the radiolabeling precursor cis-cyclobutane-1, 3-diyl bis (toluene-4-sulfonate) 8 was obtained from epibromohydrin in 7 steps (2% overall yield). The radiolabeling of this precursor 8 and its conjugation to l-tyrosine as a model system was successfully achieved to give the new non-natural amino acid 3-[18F] fluorocyclobutyl-l- ...