Evaluation of bicinchoninic acid as a ligand for copper(I)-catalyzed azide-alkyne bioconjugations

Erik H Christen, Raphael J Gübeli, Beate Kaufmann, Lars Merkel, Ronald Schoenmakers, Nediljko Budisa, Martin Fussenegger, Wilfried Weber*, Birgit Wiltschi

*Korrespondierende/r Autor/in für diese Arbeit

Publikation: Beitrag in einer FachzeitschriftArtikel

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.

Originalspracheenglisch
Seiten (von - bis)6629-32
Seitenumfang4
FachzeitschriftOrganic and Biomolecular Chemistry
Jahrgang10
Ausgabenummer33
DOIs
PublikationsstatusVeröffentlicht - 7 Sep 2012

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