CYP1A2, 3A4 oxidise AFB1 to AFNBO

Stable Identifier
R-HSA-5423672
Type
Reaction [transition]
Species
Homo sapiens
Compartment
cytosol, endoplasmic reticulum membrane
ReviewStatus
5/5
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CYP1A2, 3A4 oxidise AFB1 to AFNBO
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Aflatoxin B1 (AFB1) requires microsomal oxidation to produce epoxides which cause the toxic and carcinogenic effects. In humans, cytochrome P450 enzymes produce epoxide stereoisomers of AFB1, the most potent being aflatoxin exo-8,9-oxide (AFNBO). CYP3A4 and CYP1A2 can also produce aflatoxin B1-endo-8,9-epoxide (Raney et al. 1992, Ueng et al. 1995).
Literature References
PubMed ID Title Journal Year
1504254 The endo-8,9-epoxide of aflatoxin B1: a new metabolite

Guengerich, FP, Raney, KD, Coles, B, Harris, TM

Chem. Res. Toxicol. 1992
7766804 Oxidation of aflatoxin B1 by bacterial recombinant human cytochrome P450 enzymes

Guengerich, FP, Yamazaki, H, Ueng, YF, Shimada, T

Chem. Res. Toxicol. 1995
Participants
Input
Output
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as an event of
Catalyst Activity

monooxygenase activity of CYP1A2,3A4 [endoplasmic reticulum membrane]

Physical Entity
CYP1A2,3A4 [endoplasmic reticulum membrane] (Homo sapiens)
Activity
monooxygenase activity (GO:0004497)
Orthologous Events
CYP1A2, 3A4 oxidise AFB1 to AFNBO (Bos taurus)
CYP1A2, 3A4 oxidise AFB1 to AFNBO (Canis familiaris)
CYP1A2, 3A4 oxidise AFB1 to AFNBO (Danio rerio)
CYP1A2, 3A4 oxidise AFB1 to AFNBO (Gallus gallus)
CYP1A2, 3A4 oxidise AFB1 to AFNBO (Mus musculus)
CYP1A2, 3A4 oxidise AFB1 to AFNBO (Rattus norvegicus)
CYP1A2, 3A4 oxidise AFB1 to AFNBO (Sus scrofa)
CYP1A2, 3A4 oxidise AFB1 to AFNBO (Xenopus tropicalis)
Authored
Jassal, B  (2014-05-09)
Reviewed
D'Eustachio, P  (2014-05-22)
Created
Jassal, B  (2014-05-09)
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