Chloroethylene oxide explained

Chloroethylene oxide is the organic compound with the formula ClC2H3O. It is the epoxide of vinyl chloride. The compound is rarely observed, but it is widely proposed as a metabolite of vinyl chloride, formed by the action of cytochrome-P450. It is significant because it causes DNA alkylation. It isomerizes to chloroacetaldehyde, which modifies adenosine residues by conversion to 1,N6-ethenodeoxyadenosine (εdA).[1] [2]

References

  1. 10.1021/bi960170h . 1,N6-Ethenodeoxyadenosine, a DNA Adduct Highly Mutagenic in Mammalian Cells . 1996 . Pandya . Gagan A. . Moriya . Masaaki . Biochemistry . 35 . 35 . 11487–11492 . 8784204 .
  2. 10.1016/s0048-9697(01)00730-6 . Comparison of cancer risk estimates for vinyl chloride using animal and human data with a PBPK model . 2001 . Clewell . Harvey J. . Gentry . P.Robinan . Gearhart . Jeffrey M. . Allen . Bruce C. . Andersen . Melvin E. . Science of the Total Environment . 274 . 1–3 . 37–66 . 11453305 . 43793528 .