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.
1991
ETHOXYFORMIC ANHYDRIDE; HISTIDINE DERIVATIVES; IMIDAZOLE; SEQUENCE; PROTEINS ; CLEAVAGE
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11769/12035
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 5
  • ???jsp.display-item.citation.isi??? 5
social impact