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There were three structural errors in our article, "Drug Metabolism:
The Body's Defense against Chemical Attack" (Stachulski, A. V.; Lennard, M.
S. J. Chem. Educ. 2000, 77, 349-353).
In Figure 1 on page 349, the structure of benzo[a]pyrene-4,5-epoxide should have been
In Figure 4 on page 350, the metabolism of
benzo[a]pyrene to carcinogens involves positions 7,8 and 9,10 not 4,5:
with subsequent epoxidation of the 9,10 double bond also.
In Figure 6 on page 352, the Michael addition of glutathione (GSH, 2) to the quinoneimine 9, NAPQI, gives a product with the tripeptide attached
ortho, not meta, to the OH group:
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