title: Application of Methyl Bisphosphine-Ligated Palladium Complexes for Low Pressure N-11C-Acetylation of Peptides.
abstract: A mild and effective method is described for11C-labeling of peptides selectively at the N-terminal nitrogen or at internal lysine positions. The presented method relies on the use of specific biphosphine palladium-methyl complexes and their high reactivity towards amino-carbonylation of amine groups in the presence [11C]carbon monoxide. The protocol facilitates the production of native N-11C-acetylated peptides, without any structural modifications and has been applied to a selection of bioactive peptides.
authors.affiliation: Carbon Dioxide Activation Center (CADIAC), Department of Chemistry and the Interdisciplinary Nanoscience Center (iNANO), Aarhus University, Gustav Wieds Vej 14, 8000, Aarhus C, Denmark.
authors.forename: Thomas L
authors.initials: TL
authors.lastname: Andersen
authors.affiliation: Department of Medicinal Chemistry, Uppsala University, 75123, Uppsala, Sweden.
authors.forename: Patrik
authors.initials: P
authors.lastname: Nordeman
authors.affiliation: Carbon Dioxide Activation Center (CADIAC), Department of Chemistry and the Interdisciplinary Nanoscience Center (iNANO), Aarhus University, Gustav Wieds Vej 14, 8000, Aarhus C, Denmark.
authors.forename: Heidi F
authors.initials: HF
authors.lastname: Christoffersen
authors.affiliation: Department of Nuclear Medicine and PET Center, Aarhus University Hospital, 8000, Aarhus, Denmark.
authors.forename: Hélène
authors.initials: H
authors.lastname: Audrain
authors.affiliation: Department of Medicinal Chemistry, Uppsala University, 75123, Uppsala, Sweden.
authors.forename: Gunnar
authors.initials: G
authors.lastname: Antoni
authors.affiliation: Carbon Dioxide Activation Center (CADIAC), Department of Chemistry and the Interdisciplinary Nanoscience Center (iNANO), Aarhus University, Gustav Wieds Vej 14, 8000, Aarhus C, Denmark.
authors.forename: Troels
authors.identifier: 0000-0001-8090-5050
authors.initials: T
authors.lastname: Skrydstrup
mesh_terms: D000107:Acetylation; D002248:Carbon Monoxide / Q000737:chemistry*; D002250:Carbon Radioisotopes; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D011312:Pressure
chemical_list: D002250:Carbon Radioisotopes; C000615233:Carbon-11; D009942:Organometallic Compounds; D010455:Peptides; D010720:Phosphines; D010165:Palladium; D002248:Carbon Monoxide
keywords: 11C-labeling; carbonylation; palladium; peptides