Aflatoxin B1 exo-8,9-epoxide: Difference between revisions

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'''Aflatoxin B<sub>1</sub> exo-8,9-epoxide''' is a toxic metabolite of [[aflatoxin B1|aflatoxin B<sub>1</sub>]]. It's formed by the action of [[cytochrome P450]] enzymes in the [[liver]].<ref>{{cite book |last1=Arinç |first1=Emel |last2=Schenkman |first2=John B. |last3=Hodgson |first3=Ernest |title=Molecular and Applied Aspects of Oxidative Drug Metabolizing Enzymes |date=2012 |publisher=Springer Science & Business Media |isbn=9781461548553 |page=200 |url=https://books.google.com/books?id=1b0GCAAAQBAJ&pg=PA200&dq=Aflatoxin+B1+exo-8,9-epoxide+is+a+toxic+metabolite+of+aflatoxin+B1.+It's+formed+by+the+action+of+cytochrome+P450+enzymes+in+the+liver.#v=onepage&q=Aflatoxin%20B1%20exo-8%2C9-epoxide%20is%20a%20toxic%20metabolite%20of%20aflatoxin%20B1.%20It's%20formed%20by%20the%20action%20of%20cytochrome%20P450%20enzymes%20in%20the%20liver. |language=en}}</ref>
'''Aflatoxin B<sub>1</sub> exo-8,9-epoxide''' is a toxic metabolite of [[aflatoxin B1|aflatoxin B<sub>1</sub>]]. It's formed by the action of [[cytochrome P450]] enzymes in the [[liver]].<ref>{{cite book |last1=Arinç |first1=Emel |last2=Schenkman |first2=John B. |last3=Hodgson |first3=Ernest |title=Molecular and Applied Aspects of Oxidative Drug Metabolizing Enzymes |date=2012 |publisher=Springer Science & Business Media |isbn=9781461548553 |page=200 |url=https://books.google.com/books?id=1b0GCAAAQBAJ&pg=PA200 |language=en}}</ref>


In the liver, aflatoxin B<sub>1</sub> is metabolized to aflatoxin B<sub>1</sub> exo-8,9-epoxide by the cytochrome P450 enzymes. The resulting [[epoxide]] can react with [[guanine]] in the DNA to cause [[DNA damage]].<ref>{{cite journal |last1=Turner |first1=Paul Craig |title=The Molecular Epidemiology of Chronic Aflatoxin Driven Impaired Child Growth |journal=Scientifica |date=2013 |volume=2013 |pages=152879 |doi=10.1155/2013/152879 |pmid=24455429 |pmc=3881689}}</ref>
In the liver, aflatoxin B<sub>1</sub> is metabolized to aflatoxin B<sub>1</sub> exo-8,9-epoxide by the cytochrome P450 enzymes. The resulting [[epoxide]] can react with [[guanine]] in the DNA to cause [[DNA damage]].<ref>{{cite journal |last1=Turner |first1=Paul Craig |title=The Molecular Epidemiology of Chronic Aflatoxin Driven Impaired Child Growth |journal=Scientifica |year=2013 |volume=2013 |pages=152879 |doi=10.1155/2013/152879 |pmid=24455429 |pmc=3881689}}</ref>


==See also==
==See also==

Revision as of 11:07, 15 April 2020

Aflatoxin B1 exo-8,9-epoxide
Names
IUPAC name
(6aS,7aS,8aR,8bR)-4-Methoxy-2,3,6a,7a,8a,8b-hexahydrocyclopenta[c]oxireno[4',5']furo[3',2':4,5]furo[2,3-h]chromene-1,10-dione
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C17H12O7/c1-20-7-4-8-11(12-14-17(23-14)24-16(12)21-8)13-10(7)5-2-3-6(18)9(5)15(19)22-13/h4,12,14,16-17H,2-3H2,1H3/t12-,14-,16+,17+/m1/s1
    Key: KHBXRZGALJGBPA-IRWJRLHMSA-N
  • COc1cc2c(c3c1c4c(c(=O)o3)C(=O)CC4)[C@@H]5[C@@H]6[C@@H](O6)O[C@@H]5O2
Properties
C17H12O7
Molar mass 328.276 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Aflatoxin B1 exo-8,9-epoxide is a toxic metabolite of aflatoxin B1. It's formed by the action of cytochrome P450 enzymes in the liver.[1]

In the liver, aflatoxin B1 is metabolized to aflatoxin B1 exo-8,9-epoxide by the cytochrome P450 enzymes. The resulting epoxide can react with guanine in the DNA to cause DNA damage.[2]

See also

References

  1. ^ Arinç, Emel; Schenkman, John B.; Hodgson, Ernest (2012). Molecular and Applied Aspects of Oxidative Drug Metabolizing Enzymes. Springer Science & Business Media. p. 200. ISBN 9781461548553.
  2. ^ Turner, Paul Craig (2013). "The Molecular Epidemiology of Chronic Aflatoxin Driven Impaired Child Growth". Scientifica. 2013: 152879. doi:10.1155/2013/152879. PMC 3881689. PMID 24455429.{{cite journal}}: CS1 maint: unflagged free DOI (link)