title: Reactivity of p-[18F]fluorophenacyl bromide for radiolabeling of proteins and peptides.
abstract: Radiolabeling of the somatostatin analog octreotide was attempted with p-[18F]fluorophenacyl bromide ([18F]FPB). Following these unsuccessful trials, the reactivity of FPB was studied using benzyl mercaptan, phenyl acetic acid, benzyl alcohol, and benzyl amine as model compounds for amino acid functional groups. Structure and purity of products, relative reactivity of FPB in competition reactions, and radiolabeling experiments are described. In addition, improvement in labeling efficiency of HSA using [18F]FPB was achieved by pretreatment with 2-iminothiolane.
authors.affiliation: Department of Chemistry, Washington University, St Louis, Missouri, USA.
authors.forename: J B
authors.initials: JB
authors.lastname: Downer
authors.forename: T J
authors.initials: TJ
authors.lastname: McCarthy
authors.forename: W B
authors.initials: WB
authors.lastname: Edwards
authors.forename: C J
authors.initials: CJ
authors.lastname: Anderson
authors.forename: M J
authors.initials: MJ
authors.lastname: Welch
mesh_terms: D000098:Acetophenones; D005462:Fluorine Radioisotopes; D007202:Indicators and Reagents; D007553:Isotope Labeling / Q000379:methods; D010455:Peptides; D011506:Proteins; D019275:Radiopharmaceuticals
chemical_list: D000098:Acetophenones; D005462:Fluorine Radioisotopes; D007202:Indicators and Reagents; D010455:Peptides; D011506:Proteins; D019275:Radiopharmaceuticals; C082197:4-fluorophenacyl bromide