Vinyl chloride is oxidized to 2-Chloroethylene oxide

Stable Identifier
R-HSA-76354
Type
Reaction [transition]
Species
Homo sapiens
Compartment
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CYP2E1 can catalyze the oxidation of the vinyl halide vinyl chloride to the epoxide 2-chloroethylene oxide. The epoxide is very unstable and rearranges quickly to 2-chloroacetaldehyde. Both these products can interact with DNA and proteins.

Literature References
PubMed ID Title Journal Year
497175 Activation of vinyl chloride to covalently bound metabolites: roles of 2-chloroethylene oxide and 2-chloroacetaldehyde

Guengerich, FP, Crawford, WM Jr, Watanabe, PG

Biochemistry 1979
1664256 Role of human cytochrome P-450 IIE1 in the oxidation of many low molecular weight cancer suspects

Guengerich, FP, Kim, DH, Iwasaki, M

Chem Res Toxicol 1991
Participants
Participant Of
hasEvent
Catalyst Activity
Catalyst Activity
Title
monooxygenase activity of Cytochrome P450 (CYP2E1 based) [endoplasmic reticulum membrane]
Physical Entity
Activity
Orthologous Events
Authored
Reviewed
Created