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. 2015 Jan 12;21(3):970-4.
doi: 10.1002/chem.201404690. Epub 2014 Nov 21.

Chemoselective bioconjugation of triazole phosphonites in aqueous media

M Robert J Vallée  1 , Paul Majkut, Dagmar Krause, Michael Gerrits, Christian P R Hackenberger
Affiliations

Chemoselective bioconjugation of triazole phosphonites in aqueous media

M Robert J Vallée et al. Chemistry. .

Abstract

Readily accessible and versatile phosphonite building blocks with improved stability against hydrolysis were used for the efficient metal-free functionalization of peptides and proteins in aqueous buffers at low micromolar concentrations. The application of this protocol to the immobilization of a Rasa1-SH2 domain revealed high binding affinity to the human T-cell protein ADAP and supports the applicability of triazole phosphonites for protein modifications without harming their function.

Keywords: Staudinger reaction; bioorthogonal; chemoselectivity; phosphonites; protein conjugation.

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