Mass spectrometry of natural and synthetic peptide derivatives

  title={Mass spectrometry of natural and synthetic peptide derivatives},
  author={Edgar Lederer},
  journal={Pure and Applied Chemistry},
  pages={489 - 518}
  • E. Lederer
  • Published 1968
  • Chemistry
  • Pure and Applied Chemistry
INTRODUCTION Preliminary studies on the use of mass spectrometry for the determination of amino acid sequences in peptides have been published by Biemann a al.1' 2 who reduced the peptide bonds and the terminal carboxyl by LiA1H4 or LiA1D4 to obtain polyamino-alcohols or the corresponding polyamines. For the purpose of obtaining sufficiently volatile derivatives, all later authors have used N-acyl derivatives of oligopeptide methyl (or ethyl, or t-butyl) esters. Thus, Stenhagen3 and Weygand et… Expand
The rational use of mass spectrometry for amino acid sequence determination in peptides and extension of the possibilities of the method
It has been shown earlier by us and by others that mass spectrometry can be used for the elucidation of the primary structure of peptides containing residues of all the ammo acids commonly found inExpand
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
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 massExpand
The use of deuterated derivatives in peptide mixture analysis by mass spectrometry
The interpretation of mass spectra of peptides and peptide mixtures is mostly carried out by matching numerical mass differences between peaks with the integral masses of different derivatized amino acid residues, which can lead to several possibilities for ambiguities. Expand
Mass spectrometry of N‐permethylated peptide derivatives; artifacts produced by C‐methylation
The Coggins-Benoiton procedure was adopted in the laboratory as the preferable method for Npermethylation, and was found to be successful for peptide sequence determination by mass spectrometry. Expand
Determination of amino acid sequences in peptides by mass spectrometry. Desulfurization of sulfur‐containing peptides
To overcome the difficulties with histidinecontaining peptides, the cleavage of the imidazole ring by exhaustive treatment with diethyl pyrocarbonate, before applying the methylation procedure, has recently been suggested. Expand
Mass spectrometry is now established as a viable method for determing the sequence of amino acids in proteins and is especially useful in the detection and characterization of novel amino acids which might otherwise be difficult to identify. Expand
Mass Spectrometry of Analytical Derivatives. 1. Cyanide Cations in the Spectra of N-Alkyl-N-Perfluoroacyl-α-Amino Acids and Their Methyl Esters
The addition of reliable reference data of various derivatives of amino acids to The Library, and the study of their behavior under electron ionization conditions may be useful for their identification, structure elucidation, and a better understanding of the data obtained when the same derivatives are subjected to other ionization methods. Expand
Cyanide cations in the spectra of N-alkyl-N-perfluoroacyl-a-amino acids and their methyl esters
The central mission for the development of the National Institute of Standards and Technology/National Institutes of Health/ Environmental Protection Agency Mass Spectral Library is the acquisitionExpand
Mass spectrometry of peptide derivatives. Temporary protection of methionine as sulfoxide during permethylation
It is proposed to desulfurize the sulfur containing peptides before permethylation to avoid complex side chain fragmentation of methionine containing acyl-peptide esters and the interpretation of the mass spectra becomes impossible. Expand
Peptide sequencing: the utility of chemical ionization mass spectrometry.
In prospect, isobutane chemical ionization mass spectrometry seems to be a useful technique for peptide sequence determination, and may have advantages in some cases. Expand


  • Fortschr . Chem . Forsch .
  • 1968
Pure AppI
  • Chem. 17, 313 (1968). 17 K. Heyns and H. F. Grutzmacher. Fortschr. Chem. Forsch. 6, 536 (1966), 68, 75 587 (1968). 18 E. Lederer and B. C. Das, Peptides Proceedings of the 8th European Peptide Symposium,
  • 1968
Pure Appl
  • Chem. 17, 313 (1968). 17 K. Heynsand H. F. Grützmacher.Fortschr.Chem.Forsch. 6, 536 (1966), 68,75 587 (1968). 18 E. Ledererand B. C. Das, Peptides Proceedings ofthe 8th European Peptide Symposium,
  • 1968
) . " R . Kuhn , I . Low and H . Trischmann
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nikov , A . A . Kiryushkin and A . I . Miroshnikov
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Shemyakin 5 th IUPAC Symposium on the Chemistry of Natural Compounds , London , July 1968
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