Inhibition of select mitochondrial enzymes in PC12 cells exposed to S-(1,1,2,2-tetrafluoroethyl)-L-cysteine

Biochem Pharmacol. 1999 Nov 15;58(10):1557-65. doi: 10.1016/s0006-2952(99)00247-6.

Abstract

Many halogenated foreign compounds are detoxified by conversion to the corresponding cysteine S-conjugate, which is N-acetylated and excreted. However, several halogenated cysteine S-conjugates [e.g. S-(1,1,2,2-tetrafluoroethy)-L-cysteine (TFEC)] are converted to mitochondrial toxicants by cysteine S-conjugate beta-lyases. In the present work, we showed that TFEC appreciably inactivated highly purified alpha-ketoglutarate dehydrogenase complex (KGDHC) in the presence of a cysteine S-conjugate beta-lyase. Incubation of PC12 cells (which contain endogenous cysteine S-conjugate beta-lyase activity) with TFEC led to a concentration- and time-dependent loss of endogenous KGDHC activity. A 24-hr exposure to 1 mM TFEC decreased KGDHC activity in the cells by 90%. Although treatment with TFEC did not inhibit intrinsic pyruvate dehydrogenase complex (PDHC) activity, it inhibited dichloroacetate/Mg2+-mediated activation/dephosphorylation of PDHC in the PC12 cells by 90%. To determine the selectivity of enzymes targeted by TFEC, several cytosolic and mitochondrial enzymes involved in energy metabolism [malate dehydrogenase, glyceraldehyde 3-phosphate dehydrogenase, glutamate dehydrogenase, lactate dehydrogenase, cytosolic and mitochondrial aspartate aminotransferases (AspAT)] were also assayed in the PC12 cells exposed to 1 mM TFEC for 24 hr. Of these enzymes, only mitochondrial AspAT, a key enzyme of the malate-aspartate shuttle, was inhibited. The present results demonstrate a selective vulnerability of mitochondrial enzymes to toxic cysteine S-conjugates. The data indicate that TFEC may be a useful cellular/mitochondrial toxicant for elucidating the consequences of the diminished mitochondrial function that accompanies numerous neurodegenerative diseases.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Carbon-Sulfur Lyases / metabolism
  • Cysteine / analogs & derivatives*
  • Cysteine / pharmacology
  • Energy Metabolism / drug effects
  • Enzyme Inhibitors / pharmacology*
  • Hydrocarbons, Fluorinated / pharmacology*
  • Ketoglutarate Dehydrogenase Complex / metabolism
  • Mitochondria, Heart / drug effects*
  • Mitochondria, Heart / enzymology
  • PC12 Cells
  • Pyruvate Dehydrogenase Complex / metabolism
  • Rats
  • Transaminases / metabolism

Substances

  • Enzyme Inhibitors
  • Hydrocarbons, Fluorinated
  • Pyruvate Dehydrogenase Complex
  • S-(1,1,2,2-tetrafluoroethyl)cysteine
  • Ketoglutarate Dehydrogenase Complex
  • Transaminases
  • glutamine-pyruvate aminotransferase
  • Carbon-Sulfur Lyases
  • cysteine-S-conjugate beta-lyase
  • Cysteine