title: Evaluation of 4-[(18)F]fluoro-1-butyne as a radiolabeled synthon for click chemistry with azido compounds.
abstract: Click chemistry is a useful approach for the preparation of novel radiopharmaceuticals. In this study, we evaluated 4-[(18)F]fluoro-1-butyne as a radiolabeled synthon for click chemistry with azido compounds. Our results showed that nucleophilic substitution of 4-tosyloxy-1-butyne with K[(18)F]F produces vinyl acetylene as well as 4-[(18)F]fluoro-1-butyne, while the same reaction using 5-tosyloxy-1-pentyne gives exclusively 5-[(18)F]fluoro-1-pentyne. Thus, omega-[(18)F]fluoro-1-alkynes with chain lengths longer than four carbons may be better radiolabeled synthons for use in click chemistry.
authors: Department of Nuclear Medicine, Samsung Medical Center, Sungkyunkwan University School of Medicine, Center for Molecular and Cellular Imaging, Samsung Biomedical Research Institute, 50 Ilwon-dong, Kangnam-ku, Seoul 135-710, Republic of Korea.
authors: Dong Hyun
authors: DH
authors: Kim
authors: Yearn Seong
authors: YS
authors: Choe
authors: Byung-Tae
authors: BT
authors: Kim
mesh_terms: D001386:Azides / Q000737:chemistry*; D002073:Butanes / Q000737:chemistry*; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D007553:Isotope Labeling / Q000379:methods*
chemical_list: D001386:Azides; D002073:Butanes; D005462:Fluorine Radioisotopes; C046888:butane