The reaction products of five peptides with diethylpyrocarbonate, a site-specific reagent for histidine residues and amino groups, have been synthesized, isolated by high-performance liquid chromatography (HPLC) and identified by fast-atom bombardment (FAB) mass spectrometry. Peptides containing histidine, as well as compounds resulting from the N-carboethoxylation of terminal amino groups and the histidine imidazole ring, provide a derivative produced by cleavage of the histidine heterocyclic ring through a Bamberger reaction. The main mass spectral features of these derivatives are discussed in comparison with structurally related compounds. HPLC along with FAB mass spectrometry shows itself to be a suitable technique for the characterization of these structures.
FAST-ATOM-BOMBARDMENT MASS-SPECTROMETRY OF PEPTIDE DERIVATIVES WITH DIETHYLPYROCARBONATE
FOTI, Salvatore;MARLETTA, DONATA;SALETTI, Rosaria;
1991-01-01
Abstract
The reaction products of five peptides with diethylpyrocarbonate, a site-specific reagent for histidine residues and amino groups, have been synthesized, isolated by high-performance liquid chromatography (HPLC) and identified by fast-atom bombardment (FAB) mass spectrometry. Peptides containing histidine, as well as compounds resulting from the N-carboethoxylation of terminal amino groups and the histidine imidazole ring, provide a derivative produced by cleavage of the histidine heterocyclic ring through a Bamberger reaction. The main mass spectral features of these derivatives are discussed in comparison with structurally related compounds. HPLC along with FAB mass spectrometry shows itself to be a suitable technique for the characterization of these structures.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.