Issue 26, 2020

Intramolecular methionine alkylation constructs sulfonium tethered peptides for protein conjugation

Abstract

Continuous efforts have been invested in the selective modification of proteins. Herein, we first report the construction of sulfonium tethered cyclic peptides via an intramolecular cyclization by an aliphatic halide. This cyclization could enhance the stability and cellular uptake of peptides. Furthermore, the sulfonium center could be recognized by cysteine in the vicinity of the protein–peptide interacting interface and form a peptide–protein conjugate.

Graphical abstract: Intramolecular methionine alkylation constructs sulfonium tethered peptides for protein conjugation

Supplementary files

Article information

Article type
Communication
Submitted
23 Jan 2020
Accepted
22 Feb 2020
First published
24 Feb 2020

Chem. Commun., 2020,56, 3741-3744

Intramolecular methionine alkylation constructs sulfonium tethered peptides for protein conjugation

Y. Li, C. Lian, Z. Hou, D. Wang, R. Wang, C. Wan, W. Zhong, R. Zhao, Y. Wang, S. Li, F. Yin and Z. Li, Chem. Commun., 2020, 56, 3741 DOI: 10.1039/D0CC00377H

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