Tyrosine-Triazolinedione Bioconjugation as Site-Selective Protein Modification Starting from RAFT-Derived Polymers

Stef Vandewalle; Ruben De Coen; Bruno G. De Geest; Filip E. Du Prez

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Tyrosine-Triazolinedione Bioconjugation as Site-Selective Protein Modification Starting from RAFT-Derived Polymers

机译：酪氨酸 - 三唑二酮是从筏衍生聚合物开始的位点选择蛋白质改性

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The electrophilic aromatic substitution (S_EAr) reaction of triazolinediones (TADs) with the phenol moiety of tyrosine amino acid residues is a potent method for the site-selective formation of polymer–protein conjugates. Herein, using poly(N,N-dimethylacrylamide) (pDMA) and bovine serum albumin (BSA) as model reagents, the performance of this tyrosine-TAD bioconjugation in aqueous solutions is explored. At first, reversible addition–fragmentation chain transfer (RAFT) polymerization with a functional urazole, a precursor for TAD, chain transfer agent is used for the synthesis of a TAD end-functionalized pDMA. Eventually, the BSA ligation efficiency and selectivity of this polymer was evaluated in different aqueous solvent mixtures using SDS-PAGE and mass spectroscopy after trypsin digestion.]]>

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《ACS Macro Letters》 |2017年第12期|共5页
作者
Stef Vandewalle; Ruben De Coen; Bruno G. De Geest; Filip E. Du Prez;
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作者单位

Polymer Chemistry Research Group Centre of Macromolecular Chemistry (CMaC) Department of Organic and Macromolecular Chemistry Ghent University Krijgslaan 281 S4-bis B-9000 Ghent Belgium;

Department of Pharmaceutics Ghent University Ottergemsesteenweg 460 B-9000 Ghent Belgium;

Department of Pharmaceutics Ghent University Ottergemsesteenweg 460 B-9000 Ghent Belgium;

Polymer Chemistry Research Group Centre of Macromolecular Chemistry (CMaC) Department of Organic and Macromolecular Chemistry Ghent University Krijgslaan 281 S4-bis B-9000 Ghent Belgium;

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正文语种 eng
中图分类有机化学;
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Tyrosine-Triazolinedione Bioconjugation as Site-Selective Protein Modification Starting from RAFT-Derived Polymers

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