Open AccessMassenspektrometrische Identifizierung substituierter Phenylthiohydantoine aus dem Edman‐Abbau von Petiden
Author(s) -
Weygand Friedrich,
Obermeier Rainer
Publication year - 1971
Publication title -
european journal of biochemistry
Language(s) - English
Resource type - Journals
eISSN - 1432-1033
pISSN - 0014-2956
DOI - 10.1111/j.1432-1033.1971.tb01364.x
Subject(s) - edman degradation , chemistry , chromatography , peptide , amide , amino acid , peptide sequence , biochemistry , gene
The mass spectroscopic identification of substituted phenylthiohydantoins from the Edman degradation of peptides is described. For better recognition of the PTH peaks within the spectrum, p ‐bromophenylisothiocyanate was used predominantly. The mass numbers, characteristic for each of the common amino acid PTH derivatives, are shown. The whole procedure, named MS‐Edman degradation was tested by degradation of the octapeptide Pro‐Phe‐Phe‐Leu‐Ile‐Ile‐Leu‐Val and the N‐terminal sequence of glucagon (16 cycles). This procedure has the following advantages: a) Direct identification of phenylthiohydantoins by mass numbers instead of indirect, e.g. chromatographic comparison. b) Unequivocal assignment of the amide groups by differences between the phenylthiohydantoins of Asn and Asp, or Gln and Glu and easy differentiation of Leu and Ile. c) High sensitivity. d) Simultaneous observation of side reactions and peptide fragmentation during the Edman procedure.