title: A two-step fluorinase enzyme mediated (18)F labelling of an RGD peptide for positron emission tomography.
abstract: A two-step radiolabelling protocol of a cancer relevant cRGD peptide is described where the fluorinase enzyme is used to catalyse a transhalogenation reaction to generate [(18)F]-5'-fluoro-5'-deoxy-2-ethynyladenosine, [(18)F]FDEA, followed by a 'click' reaction to an azide tethered cRGD peptide. This protocol offers efficient radiolabelling of a biologically relevant peptide construct in water at pH 7.8, 37 °C in 2 hours, which was metabolically stable in rats and retained high affinity for αVβ3 integrin.
authors.affiliation: School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST, UK. do1@st-andrews.ac.uk.
authors.forename: S
authors.initials: S
authors.lastname: Thompson
authors.forename: M
authors.initials: M
authors.lastname: Onega
authors.forename: S
authors.initials: S
authors.lastname: Ashworth
authors.forename: I N
authors.initials: IN
authors.lastname: Fleming
authors.forename: J
authors.initials: J
authors.lastname: Passchier
authors.forename: D
authors.initials: D
authors.lastname: O'Hagan
mesh_terms: D000818:Animals; D001426:Bacterial Proteins / Q000378:metabolism* / Q000493:pharmacokinetics; D057930:Click Chemistry; D005462:Fluorine Radioisotopes / Q000493:pharmacokinetics; D008297:Male; D015394:Molecular Structure; D009842:Oligopeptides / Q000737:chemistry*; D010088:Oxidoreductases / Q000378:metabolism* / Q000493:pharmacokinetics; D010455:Peptides / Q000737:chemistry* / Q000378:metabolism; D049268:Positron-Emission Tomography / Q000379:methods*; D051381:Rats
chemical_list: D001426:Bacterial Proteins; D005462:Fluorine Radioisotopes; D009842:Oligopeptides; D010455:Peptides; C047981:arginyl-glycyl-aspartic acid; D010088:Oxidoreductases; C495766:fluorinase