Mechanochemical Prebiotic Peptide Bond Formation*

Angew Chem Int Ed Engl. 2021 Jun 1;60(23):12727-12731. doi: 10.1002/anie.202100806. Epub 2021 Apr 29.

Abstract

The presence of amino acids on the prebiotic Earth, either stemming from endogenous chemical routes or delivered by meteorites, is consensually accepted. Prebiotically plausible pathways to peptides from inactivated amino acids are still unclear as most oligomerization approaches rely on thermodynamically disfavored reactions in solution. Now, a combination of prebiotically plausible minerals and mechanochemical activation enables the oligomerization of glycine at ambient temperature in the absence of water. Raising the reaction temperature increases the degree of oligomerization concomitantly with the formation of a commonly unwanted cyclic glycine dimer (DKP). However, DKP is a productive intermediate in the mechanochemical oligomerization of glycine. The findings of this research show that mechanochemical peptide bond formation is a dynamic process that provides alternative routes towards oligopeptides and establishes new synthetic approaches for prebiotic chemistry.

Keywords: amino acids; mechanochemistry; origin of life peptides; prebiotic chemistry.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Glycine / chemistry
  • Molecular Structure
  • Peptides / chemistry*

Substances

  • Peptides
  • Glycine