Peptide sequencing through N-terminal phosphonylation and electrospray ionization mass spectrometry

J Mass Spectrom. 2005 Jun;40(6):772-6. doi: 10.1002/jms.850.

Abstract

Peptides were phosphonylated at their N-termini by reacting with ethoxyphenylphosphinate in the presence of triethylamine and tetrachloromethane under mild conditions. The phosphonylated peptides were analyzed by tandem electrospray ionization mass spectrometry. N-Terminal phosphonylation selectively increased the intensities of b(n)-type ions relative to other ion types. The resulting simplified mass spectra clearly show the sequential loss of amino acid residues from the C-termini of peptides, providing a convenient and rapid method for peptide sequencing.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Organophosphonates / chemistry*
  • Peptides / chemical synthesis
  • Peptides / chemistry*
  • Sequence Analysis, Protein / methods*
  • Spectrometry, Mass, Electrospray Ionization / methods*

Substances

  • Organophosphonates
  • Peptides