Dehalogenation of the poly-halogenated hydrocarbon Halothane to form the acylhalide Trifluoroacetlychloride and hydrogen bromide

Stable Identifier
R-HSA-76475
Type
Reaction
Species
Homo sapiens
Compartment
smooth endoplasmic reticulum
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Dehalogenation of the poly-halogenated hydrocarbon Halothane to form the acylhalide Trifluoroacetlychloride and hydrogen bromide
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The volatile anesthetic halothane can undergo CYP2E1-catalyzed oxidation to form a reactive intermediate which can acetylate liver proteins. These proteins can then stimulate an immune reaction that mediates severe hepatic necrosis ("halothane hepatitis").

Literature References
PubMed ID Title Journal Year
8637342 Identification of the enzyme responsible for oxidative halothane metabolism: implications for prevention of halothane hepatitis

Kharasch, ED, Thummel, KE, Hankins, D, Mautz, D

Lancet 1996
9103523 Cytochrome P450 2E1 is the principal catalyst of human oxidative halothane metabolism in vitro

Kharasch, ED, Spracklin, DK, Hankins, DC, Thummel, KE, Fisher, JM

J Pharmacol Exp Ther 1997
Participants
Input
Output
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as an event of
Event Information
Go Biological Process
halogenated hydrocarbon metabolic process (0042197)
Catalyst Activity

monooxygenase activity of Cytochrome P450 (CYP2E1 based) [endoplasmic reticulum membrane]

Physical Entity
Cytochrome P450 (CYP2E1 based) [endoplasmic reticulum membrane] (Homo sapiens)
Activity
monooxygenase activity (GO:0004497)
Orthologous Events
Dehalogenation of the poly-halogenated hydrocarbon Halothane to form the acylhalide Trifluoroacetlychloride and hydrogen bromide (Caenorhabditis elegans)
Dehalogenation of the poly-halogenated hydrocarbon Halothane to form the acylhalide Trifluoroacetlychloride and hydrogen bromide (Canis familiaris)
Dehalogenation of the poly-halogenated hydrocarbon Halothane to form the acylhalide Trifluoroacetlychloride and hydrogen bromide (Danio rerio)
Dehalogenation of the poly-halogenated hydrocarbon Halothane to form the acylhalide Trifluoroacetlychloride and hydrogen bromide (Dictyostelium discoideum)
Dehalogenation of the poly-halogenated hydrocarbon Halothane to form the acylhalide Trifluoroacetlychloride and hydrogen bromide (Gallus gallus)
Dehalogenation of the poly-halogenated hydrocarbon Halothane to form the acylhalide Trifluoroacetlychloride and hydrogen bromide (Mus musculus)
Dehalogenation of the poly-halogenated hydrocarbon Halothane to form the acylhalide Trifluoroacetlychloride and hydrogen bromide (Rattus norvegicus)
Dehalogenation of the poly-halogenated hydrocarbon Halothane to form the acylhalide Trifluoroacetlychloride and hydrogen bromide (Xenopus tropicalis)
Authored
Jassal, B  (2008-05-19)
Reviewed
D'Eustachio, P  (2008-05-28)
Created
Jassal, B  (2003-08-05)
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