Late-stage modification of peptides and proteins at cysteine with diaryliodonium salts |
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| Authors: | Stephen A Byrne Max J Bedding Leo Corcilius Daniel J Ford Yichen Zhong Charlotte Franck Mark Larance Joel P Mackay Richard J Payne |
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| Institution: | School of Chemistry, The University of Sydney, Sydney NSW 2006 Australia.; Australian Research Council Centre of Excellence for Innovations in Peptide and Protein Science, The University of Sydney, Sydney NSW 2006 Australia ; School of Life and Environmental Sciences, The University of Sydney, Sydney NSW 2006 Australia ; Charles Perkins Centre, The University of Sydney, NSW 2006 Australia |
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| Abstract: | The modification of peptides and proteins has emerged as a powerful means to efficiently prepare high value bioconjugates for a range of applications in chemical biology and for the development of next-generation therapeutics. Herein, we report a novel method for the chemoselective late-stage modification of peptides and proteins at cysteine in aqueous buffer with suitably functionalised diaryliodonium salts, furnishing stable thioether-linked synthetic conjugates. The power of this new platform is showcased through the late-stage modification of the affibody zEGFR and the histone protein H2A.New operationally simple platform for the chemoselective arylation of cysteine in peptides and proteins to access a variety of high value bioconjugates. |
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