Determination of Amino Acid Sequence of Peptides by the Combination of Mass Spectrometry and Edman Degradation. Alternate Use of p-Chloro- and p-Bromophenylisothiocyanate Followed by Modification of Shortened Peptide

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It was shown that the alternate use of p-chloro- and p-bromophenylisothiocyanate for Edman degradation makes it possible to determine the amino acid sequence of peptides more unambigously by mass spectrometry, i.e., by the doublet molecular ions of phenylthiohydantoin derivatives of amino acids with the intensity ratio inherent to the natural abundance of each halogen atom. The amino acid sequence of the shortened peptide could also be surely determined by the deuterium labeled mixed acylation by shifting the "sequence determining peaks" to higher mass region where no interfering peaks for the interpretation of the mass spectra would appear as well as labeling them as doublets with equal intensities by the distance of 2 mass units. Two examples, a dodecapeptide H–(Pro–Pro–Gly)4–OH, and an octapeptide angiotensin II, were presented.
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