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Application of Methyl Bisphosphine‐Ligated Palladium Complexes for Low Pressure N ‐ 11 C‐Acetylation of Peptides
Author(s) -
Andersen Thomas L.,
Nordeman Patrik,
Christoffersen Heidi F.,
Audrain Hélène,
Antoni Gunnar,
Skrydstrup Troels
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201700446
Subject(s) - chemistry , carbonylation , palladium , acetylation , lysine , carbon monoxide , amine gas treating , reactivity (psychology) , amino acid , alkyl , peptide , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , biochemistry , medicine , alternative medicine , pathology , gene
A mild and effective method is described for 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 [ 11 C]carbon monoxide. The protocol facilitates the production of native N‐ 11 C‐acetylated peptides, without any structural modifications and has been applied to a selection of bioactive peptides.