Work

Solvent-Dependent Chemoselectivity Switch to Arg-Lys Imidazole Cross-Links

Year: 2024

Type: article

Abstract: Herein, we report a trifluoroethanol-mediated, chemoselective method for the formation of Arg-Lys imidazole cross-links with methylglyoxal and its application in the selective macrocyclization of peptides between Lys and Arg and the late-stage diversification of Lys-containing peptides with guanidine. Our findings highlight the critical role of solvent choice in controlling chemoselectivity, providing valuable insights into solvent-dependent peptide modification.

Source: Organic Letters

DOI: 10.1021/acs.orglett.4c03101

Authors: Ana Villalobos Galindo, Monika Raj

Institution: Emory University

Language: English

Topic: Chemical Synthesis and Analysis

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: American Cancer Society, National Institutes of Health, National Human Genome Research Institute