Brain uptake of S-(1,2-dichlorovinyl)glutathione and S-(1,2-dichlorovinyl)-L-cysteine, the glutathione and cysteine S-conjugates of the neurotoxin dichloroacetylene

Brain Res Mol Brain Res. 1993 Jan;17(1-2):53-8. doi: 10.1016/0169-328x(93)90072-w.


Dichloroacetylene causes trigeminal neuropathy in humans and animals. Glutathione conjugation of dichloroacetylene affords S-(1,2-dichlorovinyl)glutathione (DCVG), which is hydrolyzed to S-(1,2-dichlorovinyl)-L-cysteine (DCVC). This study was undertaken to test the hypothesis that the neurotoxicity of dichloroacetylene may be associated with glutathione S-conjugate formation and brain uptake and bioactivation of the dichloroacetylene-derived S-conjugates. With the Oldendorf technique, the Brain Uptake Index for [35S]DCVC and [35S]DCVG was determined and compared with the uptake of [35S]methionine and [14C]sucrose. Brain uptake of DCVC exceeded uptake of methionine and DCVG uptake was comparable to methionine uptake. Both [35S]DCVC and [35S]DCVG were recovered intact in brain tissue. The uptake of the 35S-labeled S-conjugates was inhibited by unlabeled DCVC and DCVG in a concentration-dependent manner. The data indicated that DCVC, but not DCVG, was transported by the sodium-independent system-L transporter for neutral amino acids. In vitro studies revealed that DCVG can be hydrolyzed to DCVC by brain tissue in a concentration-dependent manner.

Publication types

  • Comparative Study
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Acetylene / analogs & derivatives*
  • Acetylene / pharmacokinetics
  • Animals
  • Biological Transport
  • Biotransformation
  • Blood-Brain Barrier
  • Brain / metabolism*
  • Cysteine / analogs & derivatives*
  • Cysteine / pharmacokinetics
  • Glutathione / analogs & derivatives*
  • Glutathione / pharmacokinetics
  • Neurotoxins / pharmacokinetics*
  • Rats


  • Neurotoxins
  • S-(1,2-dichlorovinyl)cysteine
  • dichloroacetylene
  • S-(1,2-dichlorovinyl)glutathione
  • Glutathione
  • Cysteine
  • Acetylene