title: Combination of inverse electron-demand Diels-Alder reaction with highly efficient oxime ligation expands the toolbox of site-selective peptide conjugations.
abstract: A modular approach combining inverse electron-demand Diels-Alder coupling (DARinv) and oxime ligation expands the toolbox of bioorthogonal peptide chemistry. Applicability of versatile site-specific bifunctional building blocks is demonstrated by generation of defined conjugates comprising linear, cystine-bridged and multi-disulfide functional peptides as well as their conjugation with hybrid silsesquioxane nanoparticles.
authors.affiliation: Technische Universität Darmstadt, Clemens-Schöpf-Institut für Organische Chemie und Biochemie, Alarich-Weiss Straße 4, 64287 Darmstadt, Germany. kolmar@biochemie-tud.de.
authors.forename: S
authors.initials: S
authors.lastname: Hörner
authors.forename: C
authors.initials: C
authors.lastname: Uth
authors.forename: O
authors.initials: O
authors.lastname: Avrutina
authors.forename: H
authors.initials: H
authors.lastname: Frauendorf
authors.forename: M
authors.initials: M
authors.lastname: Wiessler
authors.forename: H
authors.initials: H
authors.lastname: Kolmar
mesh_terms: D003553:Cystine / Q000737:chemistry; D004220:Disulfides / Q000737:chemistry; D004583:Electrons; D015394:Molecular Structure; D053758:Nanoparticles / Q000737:chemistry; D017646:Organosilicon Compounds / Q000737:chemistry; D010091:Oximes / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*
chemical_list: D004220:Disulfides; D017646:Organosilicon Compounds; D010091:Oximes; D010455:Peptides; D003553:Cystine