title: N-[2-(maleimido)ethyl]-3-(trimethylstannyl)benzamide, a molecule for radiohalogenation of proteins and peptides.
abstract: In this work a new coupling reagent, N-[2-(maleimido)ethyl]-3-(trimethylstannyl)benzamide, for radiohalogenation has been synthesized and characterized. The reagent is intended to either be attached to reduced disulfide bridges of proteins (making the halogenation site-specific) or to free terminal cysteine groups on peptides. The new reagent was also shown to be easily halogenated with inactive bromine and iodine as well as (125)I and (211)At, indicating potential use within targeted radiotherapy.
authors.affiliation: Targeted Alpha Therapy, Department of Radiation Physics, Sahlgrenska Academy at Gothenburg University, Gothenburg 41345, Sweden. Electronic address: emma.aneheim@radfys.gu.se.
authors.forename: Emma
authors.initials: E
authors.lastname: Aneheim
authors.affiliation: Nuclear Chemistry, Department of Chemical and Biological Engineering, Chalmers University of Technology, Gothenburg 41296, Sweden.
authors.forename: Mark R StJ
authors.initials: MRS
authors.lastname: Foreman
authors.affiliation: PET and Cyclotron Unit, KF3982, Copenhagen University Hospital, Copenhagen, Denmark.
authors.forename: Holger
authors.initials: H
authors.lastname: Jensen
authors.affiliation: Targeted Alpha Therapy, Department of Radiation Physics, Sahlgrenska Academy at Gothenburg University, Gothenburg 41345, Sweden.
authors.forename: Sture
authors.initials: S
authors.lastname: Lindegren
mesh_terms: D001246:Astatine / Q000737:chemistry / Q000627:therapeutic use; D001549:Benzamides / Q000138:chemical synthesis / Q000737:chemistry*; D001966:Bromine / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D054879:Halogenation; D006801:Humans; D007202:Indicators and Reagents; D007457:Iodine Radioisotopes / Q000737:chemistry / Q000627:therapeutic use; D015394:Molecular Structure; D009947:Organotin Compounds / Q000737:chemistry; D010455:Peptides / Q000737:chemistry / Q000627:therapeutic use; D011506:Proteins / Q000737:chemistry / Q000627:therapeutic use; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use
chemical_list: D001549:Benzamides; D007202:Indicators and Reagents; D007457:Iodine Radioisotopes; C000601366:N-(2-(maleimido)ethyl)-3-(trimethylstannyl)benzamide; D009947:Organotin Compounds; D010455:Peptides; D011506:Proteins; D019275:Radiopharmaceuticals; D001966:Bromine; D001246:Astatine
keywords: Astatine-211; Electrophilic aromatic substitution; Halogenation; Peptide labelling; Site specific antibody labelling; Targeted radiotherapy