Chemoselective reactions for the synthesis of functional proteins - GFPP
and protein-conjugates or pharmaceutical and medicinal applications. Recently, we have identified Staudinger reactions with phosphites, phosphonites and ...
19ème Congrès du Groupe Français des Peptides et des Protéines 17-22 mai 2015 Portbail, Normandie, France
Chemoselective reactions for the synthesis of functional proteins Christian P. R. Hackenberger Leibniz-Institut für Molekulare Pharmakologie (FMP), Robert-Roessle-Str. 10, 13125 Berlin, Germany; Humboldt Universität zu Berlin, Department Chemie, Brook-Taylor-Str.2, 12489 Berlin, Germany
In our laboratory we constantly aim to develop new organic transformations for the chemoselective modification and ligation of proteins (see Scheme)1. In this, our main focus is to apply these novel transformations as well as other established reactions in combination with biochemical methods to study functional consequences of natural protein modifications as well as to generate novel peptideand protein-conjugates or pharmaceutical and medicinal applications. Recently, we have identified Staudinger reactions with phosphites, phosphonites and silylated phosphinic acids as such chemoselective transformations for the functionalization of azides under mild conditions in high yields2. In this presentation selected examples for the synthesis of P(III)-building blocks and their applications to deliver functional peptide and protein-conjugates are given. These applications include a PEGylation strategy for the intracellular stabilization of peptides3 and the study of site-specifically phosphorylated Lys-peptides4.
1. Hackenberger C.P.R. & Schwarzer D. (2008) Angew. Chem. Int. Ed. 47, 10030-10074 2. a) Serwa R. et al. (2009) Angew. Chem. Int. Ed. 48, 8234-8239; b) Vallée M.R.J. et al. (2013) Angew. Chem. Int. Ed. 52, 95049508; c) Wilkening I. et al. (2011) Chem. Commun. 47, 349-351 3. Nischan N. et al. (2013) Angew. Chem. Int. Ed. 52, 11920-11924 4. Bertran-Vicente J. et al. (2014) J. Am. Chem. Soc. 136, 13622-13628
Philippe Jubault, Pavel Ivashkin, Gerald Lemonnier, Gaëlle Milanole, Samuel Couve-Bonnaire,. Xavier Pannecoucke. Normandie Univ., COBRA, UMR 6014 et ...
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In this paper we present efforts for characterizing the three dimensional (3-D) movements of the right hand and the face of a French female speaker during the ...
this novel selective DNA-peptide crosslinking methodology, it allows for distance probing to interacting functionalities and offers further opportunities for ...
In this paper we present efforts for characterizing the three dimensional (3-D) movements of the right hand and the face of a French female speaker during the ...
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