Selective Formation of Ser-His Dipeptide via Phosphorus Activation

Orig Life Evol Biosph. 2018 Jun;48(2):213-222. doi: 10.1007/s11084-018-9556-7. Epub 2018 Apr 29.

Abstract

The Ser-His dipeptide is the shortest active peptide. This dipeptide not only hydrolyzes proteins and DNA but also catalyzes the formation of peptides and phosphodiester bonds. As a potential candidate for the prototype of modern hydrolase, Ser-His has attracted increasing attention. To explore if Ser-His could be obtained efficiently in the prebiotic condition, we investigated the reactions of N-DIPP-Ser with His or other amino acids in an aqueous system. We observed that N-DIPP-Ser incubated with His can form Ser-His more efficiently than with other amino acids. A synergistic effect involving the two side chains of Ser and His is presumed to be the critical factor for the selectivity of this specific peptide formation.

Keywords: Hydrolase prototype; Selective formation of peptide bonds; Ser-His; Synergistic effect.

MeSH terms

  • Catalysis
  • Dipeptides / chemical synthesis*
  • Evolution, Chemical
  • Hydrolases / chemistry
  • Origin of Life*
  • Phosphorus / chemistry*

Substances

  • Dipeptides
  • seryl-histidine
  • Phosphorus
  • Hydrolases