Formation of γ-glutamylpropargylglycylglycine from propargylglycine in human blood and erythrocytes

Noboru Nagamine, Jun Ohta, Noriyoshi Masuoka, Hiroyuki Kodama, Toshihiko Ubuka

Research output: Contribution to journalArticle

Abstract

γ-Glutamylpropargylglycylglycine (γ-Glu-PPG-Gly) was isolated as a metabolite of propargylglycine (2-amino-4-pentynoic acid, a natural and synthetic inhibitor of cystathionine γ-lyase) from human blood incubated with D,L-propargylglycine in the presence of L-glutamate and glycine, and identified by fast-atom-bombardment mass spectrometry, indicating that human blood can metabolize propargylglycine to γ-Glu-PPG-Gly. When whole blood was incubated with 2mM D,L-propargylglycine in the presence of 10 mM L-glutamate and 10 mM glycine at 37°C for 16h, 0.094 ± 0.013 μmol of γ-Glu-PPG-Gly was formed per ml of whole blood. When erythrocytes were incubated under the same conditions for 16h, 0.323 ± 0.060; μmol of γ-Glu-PPG-Gly was formed per ml of erythrocytes, suggesting a large contribution of erythrocytes to γ-Glu-PPG-Gly formation in whole blood. The apparent Km value of γ-Glu-PPG-Gly formation in human erythrocytes for D,L-propargylglycine was 0.32 mM. The observed rate of γ-Glu-PPG-Gly formation and the Km value for D,L-propargylglycine suggest that metabolism of propargylglycine to y-Glu-PPG-Gly can play a definite biological role in human subjects who are loaded with propargylglycine.

Original languageEnglish
Pages (from-to)19-25
Number of pages7
JournalActa Medica Okayama
Volume53
Issue number1
Publication statusPublished - 1999

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Keywords

  • 2-amino-4-pentynoic acid
  • Cystathionine γ-lyase
  • Glutathione analogue
  • Propargylglycine

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)
  • Medicine(all)

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