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.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11459505 | PMC |
| http://dx.doi.org/10.1021/acs.orglett.4c03101 | DOI Listing |
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