Correction to" Drug Metabolism: The Body's Defense against

Correction to "Drug Metabolism: The Body's Defense against Chemical Attack". Andrew V. Stachulski, and Martin S. Lennard. J. Chem. Educ. , 2001, 78 (3...
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Corrections J. Chem. Educ. 2000, 77, 349–353 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]pyrene4,5-epoxide should have been

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: OH

Glu Cys-Gly

CH3CONH

Andrew V. Stachulski

6 5

O

In Figure 4 on page 350, the metabolism of benzo[a]pyrene to carcinogens involves positions 7,8 and 9,10 not 4,5: 10

Epoxide

P450

9

hydrolase

8 7

O

HO OH

with subsequent epoxidation of the 9,10 double bond also.

312

Ultrafine UFC Ltd. Synergy House, Guildhall Close, Manchester Science Park Manchester M15 6SY, UK Martin S. Lennard Section of Molecular Pharmacology and Pharmacogenetics Royal Hallamshire Hospital University of Sheffield Sheffield S10 2JF, UK

Journal of Chemical Education • Vol. 78 No. 3 March 2001 • JChemEd.chem.wisc.edu