title: Inducible, Site-Specific Protein Labeling by Tyrosine Oxidation-Strain-Promoted (4 + 2) Cycloaddition.
abstract: Genetically encoded tyrosine (Y-tag) can be utilized as a latent anchor for inducible and site-selective conjugation. Upon oxidation of tyrosine with mushroom tyrosinase, strain-promoted cycloaddition (SPOCQ) of the resulting 1,2-quinone with various bicyclo[6.1.0]nonyne (BCN) derivatives led to efficient conjugation. The method was applied for fluorophore labeling of laminarinase A and for the site-specific preparation of an antibody-drug conjugate.
authors.forename: Jorick J
authors.identifier: 0000-0003-1470-5557
authors.initials: JJ
authors.lastname: Bruins
authors.forename: Adrie H
authors.initials: AH
authors.lastname: Westphal
authors.forename: Bauke
authors.identifier: 0000-0003-3659-2434
authors.initials: B
authors.lastname: Albada
authors.affiliation: AIMM Therapeutics , Meibergdreef 59, 1105 BA Amsterdam, The Netherlands.
authors.forename: Koen
authors.initials: K
authors.lastname: Wagner
authors.affiliation: AIMM Therapeutics , Meibergdreef 59, 1105 BA Amsterdam, The Netherlands.
authors.forename: Lina
authors.initials: L
authors.lastname: Bartels
authors.affiliation: AIMM Therapeutics , Meibergdreef 59, 1105 BA Amsterdam, The Netherlands.
authors.forename: Hergen
authors.initials: H
authors.lastname: Spits
authors.forename: Willem J H
authors.identifier: 0000-0002-6551-2782
authors.initials: WJH
authors.lastname: van Berkel
authors.forename: Floris L
authors.initials: FL
authors.lastname: van Delft
mesh_terms: D044602:Cellulases; D061565:Cycloaddition Reaction; D018796:Immunoconjugates / Q000737:chemistry*; D014442:Monophenol Monooxygenase / Q000737:chemistry*; D010084:Oxidation-Reduction; D013194:Staining and Labeling / Q000379:methods*; D014443:Tyrosine / Q000737:chemistry*
chemical_list: D018796:Immunoconjugates; D014443:Tyrosine; D014442:Monophenol Monooxygenase; D044602:Cellulases