title: Synthesis of a new fluorine-18 glycosylated 'click' cyanoquinoline for the imaging of epidermal growth factor receptor.
abstract: This study reports the radiosynthesis of a new fluorine-18 glycosylated 'click' cyanoquinoline [(18) F]5 for positron emission tomography imaging of epidermal growth factor receptor (EGFR). The tracer was obtained in 47.7 ± 7.5% (n = 3) decay-corrected radiochemical yield from 2-[(18) F]fluoro-2-deoxy-β-d-glucopyranosyl azide, and the overall nondecay-corrected radiochemical yield from aqueous fluoride was 8.6 ± 2.3% (n = 3). An in vitro preliminary cellular uptake study showed selectivity of the tracer for EGFR-positive A431 cell lines versus EGFR-negative MCF-7 cell lines. [(18) F]5 tracer uptake in A431 cells was significantly reduced by addition of the cold isotope analogue compound 5.
authors.affiliation: Faculty of Medicine, Comprehensive Cancer Imaging Centre, Imperial College London, Hammersmith Hospital Campus, Du Cane Road, London, W12 0NN, UK; Department of Chemistry, Imperial College London, South Kensington Campus, London, SW7 2AZ, UK.
authors.forename: Federica
authors.initials: F
authors.lastname: Pisaneschi
authors.forename: Rozanna L
authors.initials: RL
authors.lastname: Slade
authors.forename: Lisa
authors.initials: L
authors.lastname: Iddon
authors.forename: Guillaume P C
authors.initials: GP
authors.lastname: George
authors.forename: Quang-Dé
authors.initials: QD
authors.lastname: Nguyen
authors.forename: Alan C
authors.initials: AC
authors.lastname: Spivey
authors.forename: Eric O
authors.initials: EO
authors.lastname: Aboagye
mesh_terms: D001386:Azides / Q000138:chemical synthesis* / Q000494:pharmacology; D003847:Deoxyglucose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D066246:ErbB Receptors / Q000378:metabolism*; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D006801:Humans; D007553:Isotope Labeling; D061986:MCF-7 Cells; D011485:Protein Binding; D011804:Quinolines / Q000138:chemical synthesis* / Q000494:pharmacology; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D001386:Azides; D005462:Fluorine Radioisotopes; D011804:Quinolines; D019275:Radiopharmaceuticals; D003847:Deoxyglucose; D066246:ErbB Receptors
keywords: EGFR; PET imaging; TKI; click chemistry; radiolabelling