Analysis of mixtures of small peptides

doi:10.1016/0006-291X(75)90650-6

Biochemical and Biophysical Research Communications

Volume 63, Issue 4, 21 April 1975, Pages 881-886

https://doi.org/10.1016/0006-291X(75)90650-6 Get rights and content

Abstract

The identification of dipeptides in mixtures was aided by their conversion into 7-isopropyl-1-methylazulen-4-ylacetyl or 1-naphthylacetyl derivatives followed by mass spectrometry of the mixtures. Dipeptides in urine were identified more completely than was possible by gas chromatography - mass spectrometry alone. Similarly, analysis of dipeptides resulting from enzymolysis of an oligopeptide was achieved readily at high sensitivity.

References (10)

R.A.W. Johnstone et al.
Clin. chim. Acta
(1974)
H.U. Winkler et al.
Biochem. Biophys. Res. Comm
(1972)
W.R. Gray et al.
Biochem. Biophys. Res. Comm
(1970)
A.A. Kiryushkin et al.
Org. Mass Spectrom
(1971)
E. Wűnsch et al.
Z. Physiol. Chem
(1971)
J.K. McDonald et al.H. Lindley
Biochem. J
(1972)
Yu.A. Ovchinnikov et al.
FEBS Lett
(1972)
R.M. Caprioli et al.
Biochem. Biophys. Res. Comm
(1973)
R.A.W. Johnstone

There are more references available in the full text version of this article.

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Dipeptides in the urine of a patient suffering from dermatological purpura, associated with iminodipeptiduria, were determined by gas chromatography/mass spectrometry. The dipeptides were identified as R-proline and R'-hydroxyproline where R is any one of the residues, glycyl, alanyl, valyl, leucyl, isoleucyl, seryl, aspartyl, glutamyl, prolyl, phenylalanyl and R' is alanyl, valyl, leucyl or isoleucyl, seryl, prolyl, glutamyl, phenylalanyl. The predominance of proline- and hydroxyproline-containing dipeptides and the percentage distributions of the other amino acid residues, R and R', strongly implicate an abnormality of collagen metabolism. Structural assignments are confidently based on (a) gas Chromatographie retention times, (b) electron impact mass spectra and automatic comparison with reference to spectra stored in a specialized library, (c) chemical ionization mass spectra with isobutane and methanol as reactant gases and (d) the use of deuteriated acetic anhydride as a derivatizing agent.
IV. A model system for mass spectrometric sequencing of orthophthalaldehyde peptide derivatives
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Presented is a pilot project describing a new strategy for mass spectrometric peptide sequencing. Using orthophthalaldehyde (OPA), two peptides were derivatized and their fluorescent adducts isolated using reversed phase high performance liquid chromatography. The OPA-peptides were permethylated and the derivatized molecules subjected to direct probe mass spectral analysis. The spectra obtained from the OPA-peptides was analogous to those observed for standard $N$ -acyl permethyl derivatives enabling the complete sequence of the peptides to be determined.
The mass spectrometric identification of dipeptides in the urine of a patient suffering from chronic skin ulceration and oedema
1976, Clinica Chimica Acta
The identification of a complex ninhydrin positive mixture present in the urine of a child suffering from chronic skin ulceration and oedema by direct chemical ionisation mass spectrometric analysis is described. The compounds were shown to be dipeptides, of which glycylproline was the major constituent. At least 15 dipeptides were identified in the urine, most of which contained proline or hydroxyproline in the carboxy terminal position. The results suggested that the patient suffered from a defect in collagen metabolism. This hypothesis was subsequently confirmed by a grossly diminished level of prolidase in cultured fibroblasts and erythrocytes.
Combined thin‐layer chromatography/mass spectrometry without substance elution: Application to the rapid analysis of dipeptide mixtures
1987, Biomedical & Environmental Mass Spectrometry
Combination of Chromatographic Separation Methods with Mass Spectrometry—a Modern Technique for Studying Metabolism
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Analysis of mixtures of small peptides

Abstract

Clin. chim. Acta

Biochem. Biophys. Res. Comm

Biochem. Biophys. Res. Comm

Org. Mass Spectrom

Z. Physiol. Chem

Biochem. J

FEBS Lett

Biochem. Biophys. Res. Comm