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dc.contributor.author | Lin Y. | |
dc.contributor.author | Vong K. | |
dc.contributor.author | Matsuoka K. | |
dc.contributor.author | Tanaka K. | |
dc.date.accessioned | 2019-01-22T20:38:50Z | |
dc.date.available | 2019-01-22T20:38:50Z | |
dc.date.issued | 2018 | |
dc.identifier.issn | 0947-6539 | |
dc.identifier.uri | https://dspace.kpfu.ru/xmlui/handle/net/148112 | |
dc.description.abstract | © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim In previously reported work, AuIIIcomplexes coordinated with 2-benzoylpyridine ligand, BPy-Au, were prebound to a protein and used to discover a novel protein-directed labeling approach with propargyl ester functional groups. In this work, further examination discovered that gold catalysts devoid of the 2-benzoylpyridine ligand (e.g., NaAuCl4) had significantly reduced levels of protein labeling. Mechanistic investigations then revealed that BPy-Au and propargyl esters undergo a rare example of C(sp2)−C(sp) aryl–alkynyl cross-coupling, likely through spontaneous reductive elimination. Overall, these observations appear to suggest that BPy-Au-mediated, propargyl ester-based protein labeling acts via an activated ester intermediate, which contributes to our understanding of this process and will aid the expansion/optimization of gold-catalyst usage in future bioconjugation applications, especially in vivo. | |
dc.relation.ispartofseries | Chemistry - A European Journal | |
dc.subject | alkynes | |
dc.subject | amides | |
dc.subject | cross coupling | |
dc.subject | gold catalysis | |
dc.subject | protein conjugation | |
dc.title | 2-Benzoylpyridine Ligand Complexation with Gold Critical for Propargyl Ester-Based Protein Labeling | |
dc.type | Article | |
dc.relation.ispartofseries-issue | 42 | |
dc.relation.ispartofseries-volume | 24 | |
dc.collection | Публикации сотрудников КФУ | |
dc.relation.startpage | 10595 | |
dc.source.id | SCOPUS09476539-2018-24-42-SID85050470564 |