title: Evaluation of α-pyrones and pyrimidones as photoaffinity probes for affinity-based protein profiling.
abstract: α-Pyrones and pyrimidones are common structural motifs in natural products and bioactive compounds. They also display photochemistry that generates high-energy intermediates that may be capable of protein reactivity. A library of pyrones and pyrimidones was synthesized, and their potential to act as photoaffinity probes for nondirected affinity-based protein profiling in several crude cell lysates was evaluated. Further "proof-of-principle" experiments demonstrate that a pyrimidone tag on an appropriate scaffold is equally capable of proteome labeling as a benzophenone.
authors: Department Chemie, Center for Integrated Protein Science CIPSM, Institute of Advanced Studies, Technische Universität München, Lichtenbergstrasse 4, 85747 Garching, Germany.
authors: Oliver A
authors: OA
authors: Battenberg
authors: Matthew B
authors: MB
authors: Nodwell
authors: Stephan A
authors: SA
authors: Sieber
mesh_terms: D001577:Benzophenones / Q000737:chemistry*; D001688:Biological Products / Q000737:chemistry*; D015394:Molecular Structure; D019920:Photoaffinity Labels / Q000737:chemistry*; D010777:Photochemistry; D011485:Protein Binding; D011744:Pyrimidinones / Q000138:chemical synthesis* / Q000737:chemistry*; D011753:Pyrones / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D001577:Benzophenones; D001688:Biological Products; D019920:Photoaffinity Labels; D011744:Pyrimidinones; D011753:Pyrones