Issue 22, 2020

General dual functionalisation of biomacromolecules via a cysteine bridging strategy

Abstract

Site-selective modification of peptides and proteins has resulted in the development of a host of novel tools for the study of cellular systems or the synthesis of enhanced biotherapeutics. There is a need for useful methodologies that enable site-selective modification of native peptides or proteins, which is even more prevalent when modification of the biomolecule with multiple payloads is desired. Herein, we report the development of a novel dual functional divinylpyrimidine (dfDVP) platform that enables robust and modular modification of peptides, antibody fragments and antibodies. These biomacromolecules could be easily functionalised with a range of functional payloads (e.g. fluorescent dyes, cytotoxic warheads or cell-penetrating tags). Importantly, the dual functionalised peptides and antibodies demonstrated exquisite bioactivity in a range of in vitro cellular assays, showcasing the enhanced utility of these bioactive conjugates.

Graphical abstract: General dual functionalisation of biomacromolecules via a cysteine bridging strategy

Supplementary files

Article information

Article type
Paper
Submitted
30 এপ্রিল 2020
Accepted
14 মে 2020
First published
14 মে 2020
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2020,18, 4224-4230

General dual functionalisation of biomacromolecules via a cysteine bridging strategy

S. J. Walsh, J. Iegre, H. Seki, J. D. Bargh, H. F. Sore, J. S. Parker, J. S. Carroll and D. R. Spring, Org. Biomol. Chem., 2020, 18, 4224 DOI: 10.1039/D0OB00907E

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