Prebiotic formation of enantiomeric excess D-amino acids on natural pyrite

Nat Commun. 2024 Nov 22;15(1):10130. doi: 10.1038/s41467-024-54481-x.

Abstract

D-amino acids, found in excess in a minority of organisms and crucial for marine invertebrates, contrast with the more common L-amino acids in most life forms. The local prebiotic origin of D-amino acid enantiomeric excess in natural systems remains an unsolved conundrum. Herein, we demonstrate the formation of enantiomeric excess (ee) D-amino acids through photocatalytic reductive amination of α-keto acids on natural pyrite. Various amino acids with ee values in the range of 14.5-42.4%, are formed. The wavy arrangement of atoms on the surface of pyrite is speculated to lead to the preferential formation of D-amino acids. This work reveals the intrinsic asymmetric photocatalytic activity of pyrite, which could expand understandings on mechanism of asymmetric catalysis and chirality of inorganic crystals. Furthermore, it provides a plausible pathway for the prebiotic formation of D-amino acids, adding further evidence to the origin of D-amino acids enantiomeric excess in natural systems.

MeSH terms

  • Amination
  • Amino Acids* / chemistry
  • Catalysis
  • Iron / chemistry
  • Keto Acids / chemistry
  • Prebiotics
  • Stereoisomerism
  • Sulfides* / chemistry

Substances

  • Amino Acids
  • Sulfides
  • pyrite
  • Iron
  • Keto Acids
  • Prebiotics