Studies on the Reaction between Peptides or Proteins with N-Phosphoryl Amino Acids in Aqueous Solution

Abstract

In this article, it was found that N-phosphoryl α-amino acid could react with peptide or protein in aqueous solution to form the peptides or proteins increasing one acid amino residue. Through tandem-MS (MS/MS) and liquid chromatography-tandem mass spectrometry (LC/MS/MS), it was found that the added amino acid residue was located at the N-terminal of material peptides or proteins. Furthermore, the added amino acid residue was from the N-phosphoryl α-amino acid. In this reaction process, a possible mechanism was proposed that five-membered ring penta-coordinate phosphorous intermediate played the vital role in the formation of peptide bond.

Keywords:

• Five-membered ring penta-coordinate phosphorous intermediate
• mass spectrometry
• N-phosphoryl amino acids
• peptide formation

Acknowledgments

The authors would like to thank the financial supports from the Chinese National Science Foundation (NO. 20572061) and Scientific and Technical Innovation Project in Xiamen University (NO. K70026).