Application of Methyl Bisphosphine-Ligated Palladium Complexes for Low Pressure N- super(11)C-Acetylation of Peptides

A mild and effective method is described for super(11)C-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 amin...

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Veröffentlicht in:Angewandte Chemie 2017-04, Vol.129 (16), p.4620-4624
Hauptverfasser: Andersen, Thomas L, Nordeman, Patrik, Christoffersen, Heidi F, Audrain, Helene, Antoni, Gunnar, Skrydstrup, Troels
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Sprache:eng
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Zusammenfassung:A mild and effective method is described for super(11)C-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 [ super(11)C]carbon monoxide. The protocol facilitates the production of native N- super(11)C-acetylated peptides, without any structural modifications and has been applied to a selection of bioactive peptides.Original Abstract: PET-Tracer aus super(11)CO: Die super(11)C-Markierung von Peptiden durch selektive N-Acetylierung am endstaendigen Stickstoff oder einer internen Lysinposition gelingt mit Methyl- und Biphosphan-ligierten Palladiumkomplexen in Gegenwart von [ super(11)C]Kohlenmonoxid.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201700446