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Publications 2010 - 2012

Evaluation of bicinchoninic acid as a ligand for copper(I)-catalyzed azide-alkyne bioconjugations
Citation key 095.2012.christen
Author Christen, E.H. and Gubeli, R.J. and Kaufmann, B. and Merkel, L. and Schoenmakers, R. and Budisa, N. and Fussenegger, M. and Weber, W. and Wiltschi, B.
Pages 6629-6632
Year 2012
DOI 10.1039/C2OB25556A
Journal Org. Biomol. Chem.
Volume 10
Abstract The Cu(I)-catalyzed cycloaddition of terminal azides and alkynes (click chemistry) represents a highly specific reaction for the functionalization of biomolecules with chemical moieties such as dyes or polymer matrices. In this study we evaluate the use of bicinchoninic acid (BCA) as a ligand for Cu(I) under physiological reaction conditions. We demonstrate that the BCA–Cu(I)-complex represents an efficient catalyst for the conjugation of fluorophores or biotin to alkyne- or azide-functionalized proteins resulting in increased or at least equal reaction yields compared to commonly used catalysts like Cu(I) in complex with TBTA (tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine) or BPAA (bathophenanthroline disulfonic acid). The stabilization of Cu(I) with BCA represents a new strategy for achieving highly efficient bioconjugation reactions under physiological conditions in many application fields.
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