Dem IPB wird erneut ein beispielhaftes Handeln im Sinne einer chancengleichheitsorientierten Personal- und Organisationspolitik bescheinigt. Das Institut erhält zum 6. Mal in Folge das TOTAL E-QUALITY…
Die Plant Science Student Conference (PSSC) wird seit 20 Jahren im jährlichen Wechsel von Studierenden der beiden Leibniz-Institute IPK und IPB organisiert. Im Interview erläutern Christina Wäsch…
Reguera, L.; Vasco, A. V.; Marrero, J. F.; Ricardo, M. G.; Wessjohann, L. A.; Rivera, D. G.;Heterogeneous catalysis expands the toolbox for chemoselective peptide derivatization and labelingJ. Am. Chem. Soc.1478478-8487(2025)DOI: 10.1021/jacs.4c16754
The ability to chemoselectively modify either the peptide backbone or specific side chains is critical to advance the fields of bioconjugation and peptide pharmaceuticals. Transition-metal catalysis has been widely used in peptide and protein derivatization but mostly under homogeneous conditions. Herein, we present a first-in-class heterogeneous catalytic approach for the site-selective functionalization of histidinecontaining peptides with aryl and alkenyl moieties bearing fluorescent and affinity tags, lipids, and conjugation handles. This heterogeneous derivatization strategy employs a copper(II) hexacyanometallate to catalyze the Chan−Lam reaction with boronic acids at either the backbone or the histidine imidazole, thus providing novel results that differ from those previously reported for the homogeneous Cu(OAc)2-mediated coupling procedure. A correlation was established between the structural and electronic properties of the copper(II) hexacyanometalate with its ability to catalyze this oxidative cross-coupling. This report expands the toolbox for latestage peptide derivatization and labeling by unlocking the reactivity of the histidine side chain rather than merely acting as a directing group, thus boosting applications of heterogeneous catalysis in drug discovery and development.