title: Anionic surfactants enhance click reaction-mediated protein conjugation with ubiquitin.
abstract: The Cu(I)-catalyzed alkyne-azide cycloaddition (CuAAC) has become increasingly important in the conjugation chemistry of biomolecules. For example, it is an efficient and convenient method to generate defined ubiquitin-protein conjugates. Here, we investigate the effect of surfactants on the efficiency of CuAAC for chemical protein ubiquitylation. We found that anionic surfactants enhance conjugate formation by up to 10-fold resulting in high yields even at low (i.e., micromolar) concentrations of the reactants. Notably, the herein investigated conjugates are functional and thus properly folded.
authors.affiliation: Department of Chemistry, Konstanz Research School Chemical Biology, University of Konstanz, 78457 Konstanz, Germany; Department of Biology, Konstanz Research School Chemical Biology, University of Konstanz, 78457 Konstanz, Germany.
authors.forename: Daniel
authors.initials: D
authors.lastname: Schneider
authors.affiliation: Department of Chemistry, Konstanz Research School Chemical Biology, University of Konstanz, 78457 Konstanz, Germany; Department of Biology, Konstanz Research School Chemical Biology, University of Konstanz, 78457 Konstanz, Germany.
authors.forename: Tatjana
authors.initials: T
authors.lastname: Schneider
authors.affiliation: Department of Chemistry, Konstanz Research School Chemical Biology, University of Konstanz, 78457 Konstanz, Germany; Department of Biology, Konstanz Research School Chemical Biology, University of Konstanz, 78457 Konstanz, Germany.
authors.forename: Joos
authors.initials: J
authors.lastname: Aschenbrenner
authors.affiliation: Department of Chemistry, Konstanz Research School Chemical Biology, University of Konstanz, 78457 Konstanz, Germany; Department of Biology, Konstanz Research School Chemical Biology, University of Konstanz, 78457 Konstanz, Germany.
authors.forename: Franziska
authors.initials: F
authors.lastname: Mortensen
authors.affiliation: Department of Chemistry, Konstanz Research School Chemical Biology, University of Konstanz, 78457 Konstanz, Germany; Department of Biology, Konstanz Research School Chemical Biology, University of Konstanz, 78457 Konstanz, Germany. Electronic address: martin.scheffner@uni-konstanz.de.
authors.forename: Martin
authors.initials: M
authors.lastname: Scheffner
authors.affiliation: Department of Chemistry, Konstanz Research School Chemical Biology, University of Konstanz, 78457 Konstanz, Germany; Department of Biology, Konstanz Research School Chemical Biology, University of Konstanz, 78457 Konstanz, Germany. Electronic address: andreas.marx@uni-konstanz.de.
authors.forename: Andreas
authors.initials: A
authors.lastname: Marx
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D057930:Click Chemistry; D003300:Copper / Q000737:chemistry*; D061565:Cycloaddition Reaction; D019951:DNA Polymerase beta / Q000737:chemistry*; D006801:Humans; D008958:Models, Molecular; D013501:Surface-Active Agents / Q000737:chemistry*; D025801:Ubiquitin / Q000737:chemistry*; D054875:Ubiquitination
chemical_list: D000480:Alkynes; D001386:Azides; D013501:Surface-Active Agents; D025801:Ubiquitin; D003300:Copper; D019951:DNA Polymerase beta
keywords: Bioorthogonal chemistry; Click reaction; Protein conjugation; Surfactants; Ubiquitin