title: Novel synthetic method of phosphonamidate peptides and its application in peptide sequencing via multistage mass spectrometry.
abstract: Phosphonamidate peptides were prepared in good yields by reaction of ethoxy(phenyl)phosphinate with free peptides in a mixed solution of H2O, C2H5OH, Et3N and CCl4 at room temp.; their in situ electrospray ionization mass spectra exhibited high sensitivity compared with the free peptides, and sequential loss of amino acid residues of the sodiated phosphonamidate peptides from the C-terminus was found in multistage ESI mass spectrometry. The results show that N-phosphonyl derivatization combined with multistage ESI-MS is a powerful method for peptide sequencing.
authors.affiliation: The Key Laboratory of Bioorganic Phosphorus Chemistry, Department of Chemistry, School of Life Sciences and Engineering, Tsinghua University, Beijing 100084, PR China.
authors.forename: Huiwang
authors.initials: H
authors.lastname: Ai
authors.forename: Hua
authors.initials: H
authors.lastname: Fu
authors.forename: Yufen
authors.initials: Y
authors.lastname: Zhao
mesh_terms: D000577:Amides / Q000737:chemistry*; D000595:Amino Acid Sequence; D008956:Models, Chemical; D010455:Peptides / Q000737:chemistry*; D010748:Phosphopeptides / Q000032:analysis / Q000138:chemical synthesis*; D017421:Sequence Analysis / Q000379:methods*; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*
chemical_list: D000577:Amides; D010455:Peptides; D010748:Phosphopeptides