Glutathione conjugation in the detoxication of (Z)-1,3-dichloropropene (a component of the nematocide D-D) in the rat

Abstract

1. (Z)-1,3-Dichloro[2-¹⁴C]propene([¹⁴C](Z)-DCP) when dosed orally to rats gave 82-84% of the radioactivity in the urine 24 h after treatment. Most of this ¹⁴C (92%) was present as N-acetyl-S-((Z)-3-chloroprop-2-enyl)cysteine ((Z)-DCP mercapturic acid).

2. When (Z)-DCP was incubated with glutathione and rat liver cytosol (containing glutathione S-alkyl transferase), very rapid loss of (Z)-DCP was observed. The product of this reaction was S-[(Z)-3-chloroprop-2-enyl)]glutathione.