Stereoselective peptide catalysis in complex environments - from river water to cell lysates.

ABSTRACT: Many stereoselective peptide catalysts have been established. They consist, like nature's catalysts, of amino acids but have significantly lower molecular weights than enzymes. Whereas enzymes operate with exquisite chemoselectivity in complex biological environments, peptide catalysts are used in pure organic solvents and at higher concentrations. Can a peptide catalyst exhibit chemoselectivity reminiscent of enzymes? Here, we investigated the properties of tripeptide catalysts in complex mixtures in hydrophobic and aqueous solvents. We challenged the catalysts with biomolecules bearing functional groups that could interfere by coordination or reaction with the peptide, the substrates, or intermediates. H-dPro-αMePro-Glu-NHC₁₂H₁₅ emerged through tailoring of the t

SUBMITTER: Schnitzer T 

PROVIDER: S-EPMC9365096 | biostudies-literature | 2022 Aug

REPOSITORIES: biostudies-literature