title: Amine-selective bioconjugation using arene diazonium salts.
abstract: A novel bioconjugation strategy is presented that relies on the coupling of diazonium terephthalates with amines in proteins. The diazonium captures the amine while the vicinal ester locks it through cyclization, ensuring no reversibility. The reaction is highly efficient and proceeds under mild conditions and short reaction times. Densely functionalized, complex natural products were directly coupled to proteins using low concentrations of coupling partners.
authors.affiliation: Laboratorium für Organische Chemie, ETH Zürich , HCI H335, Vladimir-Prelog-Weg 3, 8093 Zürich, Switzerland.
authors.forename: Stefan
authors.initials: S
authors.lastname: Diethelm
authors.forename: Michael A
authors.initials: MA
authors.lastname: Schafroth
authors.forename: Erick M
authors.initials: EM
authors.lastname: Carreira
mesh_terms: D000588:Amines / Q000737:chemistry*; D003500:Cyclization; D003979:Diazonium Compounds / Q000737:chemistry*; D015394:Molecular Structure; D011506:Proteins / Q000737:chemistry*
chemical_list: D000588:Amines; D003979:Diazonium Compounds; D011506:Proteins