The first total synthesis of natural lasso peptide is reported, in which cryptand-imidazolium complex support manipulates the peptide chain to achieve a lasso peptide configuration of BI-32169. Moreover, the synthesis of d-enantiomeric lasso peptide via this new method opens up new horizons in the study of lasso peptides.

Carbonyl sulfide (OCS), the component of volcanic emission, has been found to induce the condensation of amino acids under simulated primordial earth conditions. However, the applications of OCS in peptide chemical synthesis is still limited by their heterogeneities and low efficiencies. We herein report an OCS-mediated approach for solid-phase peptide synthesis using amino acid ionic liquids as recyclable reactants. The coupling reactions required no base and solvent and was completed in minutes at room temperature. The applicability and sustainability of this approach were demonstrated by the facile syntheses of peptides with remarkably high yields.

Correction for ‘Cryptand-imidazolium supported total synthesis of the lasso peptide BI-32169 and its d-enantiomer’ by Ming Chen et al., Chem. Commun., 2019, 55, 3323–3326, DOI: 10.1039/C8CC10301A.

Chemically protected amino acid ionic liquids are synthesized for the first time and employed as triple reactant/solvent/additives in a novel solid-phase peptide synthesis method.

Carbonyl sulfide (OCS), the component of volcanic emission, has been found to induce the condensation of amino acids under simulated primordial earth conditions. However, the applications of OCS in peptide chemical synthesis is still limited by their heterogeneities and low efficiencies. We herein report an OCS-mediated approach for solid-phase peptide synthesis using amino acid ionic liquids as recyclable reactants. The coupling reactions required no base and solvent and was completed in minutes at room temperature. The applicability and sustainability of this approach were demonstrated by the facile syntheses of peptides with remarkably high yields.