title: The use of N-succinyl derivatives in the study of amino acids and peptides by mass spectrometry.
abstract: The terminal amino group of amino acids and peptides is blocked as the N-succinyl derivative by reaction with succinic anhydride. The product is then converted to the N,O-permethyl derivative in order to increase its volatility for use in mass spectrometry. The permethylated N-succinyl derivative retains the advantages of the permethylated N-acetyl derivative in regard to ease of preparation on a small scale, volatility and the presence of characteristic fragmentation patterns in their mass spectra. However, peaks in the high mass region are more abundant due to loss of CH3O-from the N-succinyl carbomethoxyl group as well as from the C-terminal carbomethoxyl group. Ions characteristic of the sequence and of individual amino acids are observed, and molecular weight can be determined from the relatively abundant ion at [M--CH3O]+ and from the weak molecular ion.
mesh_terms: D000596:Amino Acids / Q000032:analysis*; D013058:Mass Spectrometry; D008970:Molecular Weight; D010455:Peptides / Q000032:analysis*; D013386:Succinates
chemical_list: D000596:Amino Acids; D010455:Peptides; D013386:Succinates