Work

Non-symmetric cysteine stapling in native peptides and proteins

Year: 2024

Type: article

Abstract: Stapling rigidifies peptides through covalent linkages between amino acids. We introduce 2-chloromethyl-6-cyanopyridine for non-symmetric stapling of N-terminal and internal cysteines. This biocompatible method produces diverse peptide macrocycles with enhanced affinity, stability and inhibitory potency. It is applicable to native peptides and proteins alike, demonstrating potential for peptide drug discovery platforms.

Source: Chemical Communications

DOI: 10.1039/d4cc04995k

Authors: Sven Ullrich, Bishvanwesha Panda, Upamali Somathilake, Douglas J. Lawes, Christoph Nitsche

Institution: Australian National University

Language: English

Topic: Chemical Synthesis and Analysis

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: green

Funders: Alexander von Humboldt-Stiftung, Australian Research Council

Awards: Time to shine for constrained peptides as next-generation pharmaceuticals, Non-Canonical Amino Acids for Protein Analysis and Peptide Inhibitors