Novel glutathione conjugates formed from epoxyeicosatrienoic acids (EETs)

Marshall E. Spearman, Russell A. Prough, Ronald W. Estabrook, J R Falck, Sukumar Manna, Kenneth C. Leibman, Robert C. Murphy, Jorge Capdevila

Research output: Contribution to journalArticle

65 Citations (Scopus)

Abstract

The catalysis of glutathione (GSH) conjugation to epoxyeicosatrienoic acids (EETs) by various purified isozymes of glutathione S-transferase was studied. A GSH conjugate of 14,15-EET was isolated by HPLC and TLC; this metabolite contained one molecule of EET and one molecule of GSH. Fast atom bombardment mass spectrometry of the isolated metabolite confirmed the structure as a GSH conjugate of 14,15-EET. Studies designed to determine the isozyme specificity of this reaction demonstrated that two isozymes, 3-3, and 5-5, efficiently catalyzed this conjugation reaction. The Km values for 14,15-EET were approximately 10 μm and the Vmax values ranged from 25 to 60 nmol conjugate formed min-1 mg-1 purified transferase 3-3 and 5-5. The 5,6-, 8,9-, and 11,12-EETs were also substrates for the reaction, albeit at lower rates. These results demonstrate that the EETs can serve as substrates for the cytosolic glutathione S-transferases.

Original languageEnglish (US)
Pages (from-to)225-230
Number of pages6
JournalArchives of Biochemistry and Biophysics
Volume242
Issue number1
DOIs
StatePublished - 1985

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Isoenzymes
Glutathione
Metabolites
Glutathione Transferase
Acids
Fast Atom Bombardment Mass Spectrometry
Molecules
Substrates
Transferases
Catalysis
Mass spectrometry
High Pressure Liquid Chromatography
Atoms
14,15-epoxy-5,8,11-eicosatrienoic acid
11,12-epoxy-5,8,14-eicosatrienoic acid
8,9-epoxyeicosatrienoic acid

ASJC Scopus subject areas

  • Biochemistry
  • Biophysics
  • Molecular Biology

Cite this

Spearman, M. E., Prough, R. A., Estabrook, R. W., Falck, J. R., Manna, S., Leibman, K. C., ... Capdevila, J. (1985). Novel glutathione conjugates formed from epoxyeicosatrienoic acids (EETs). Archives of Biochemistry and Biophysics, 242(1), 225-230. https://doi.org/10.1016/0003-9861(85)90496-5

Novel glutathione conjugates formed from epoxyeicosatrienoic acids (EETs). / Spearman, Marshall E.; Prough, Russell A.; Estabrook, Ronald W.; Falck, J R; Manna, Sukumar; Leibman, Kenneth C.; Murphy, Robert C.; Capdevila, Jorge.

In: Archives of Biochemistry and Biophysics, Vol. 242, No. 1, 1985, p. 225-230.

Research output: Contribution to journalArticle

Spearman, ME, Prough, RA, Estabrook, RW, Falck, JR, Manna, S, Leibman, KC, Murphy, RC & Capdevila, J 1985, 'Novel glutathione conjugates formed from epoxyeicosatrienoic acids (EETs)', Archives of Biochemistry and Biophysics, vol. 242, no. 1, pp. 225-230. https://doi.org/10.1016/0003-9861(85)90496-5
Spearman, Marshall E. ; Prough, Russell A. ; Estabrook, Ronald W. ; Falck, J R ; Manna, Sukumar ; Leibman, Kenneth C. ; Murphy, Robert C. ; Capdevila, Jorge. / Novel glutathione conjugates formed from epoxyeicosatrienoic acids (EETs). In: Archives of Biochemistry and Biophysics. 1985 ; Vol. 242, No. 1. pp. 225-230.
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