Predicting the regioselectivity and stereoselectivity of cytochrome P450-mediated reactions: Structural models for bioactivation reactions

Advances in Experimental Medicine and Biology

Volumn 387, Issue , 1996, Pages 355-360

  Jones, J P ^a   Shou, M ^a   Korzekwa, K R ^a  

^a UNIVERSITY OF ROCHESTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZO[A]PYRENE; CYTOCHROME P450; ETHYLBENZENE; NICOTINE; VALPROIC ACID;

CONFERENCE PAPER; CRYSTAL STRUCTURE; ENZYME SUBSTRATE COMPLEX; PREDICTION; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN STRUCTURE; STEREOCHEMISTRY; XENOBIOTIC METABOLISM;

EID: 0029739744     PISSN: 00652598     EISSN: None     Source Type: Book Series    
DOI: 10.1007/978-1-4757-9480-9_43     Document Type: Conference Paper

References (11)

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4. Ortiz de Montellano, P. R., Fruetel, J. A., Collins, J. R., Camper, D. L., and Loew, G. H. (1991) Theoretical and Experimental Analysis of the Absolute Stereochemistry of cis-B-Methylstyrene Epoxidation by Cytochrome P450cam. J. Am. Chem. Soc. 113, 3195-3196.
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8. Fruetel, J., Chang, Y., Collins, J., Loew, G., and Ortiz de Montellano, P. R. (1994) Thioanisole Sulfoxidation by Cytochrome P450cam (CYP101): Experimental and Calculated Absolute Stereochemistries. J. Am. Chem. Soc. 116, 11643-11648.
9. Collins, J. R., Camper, D. L., and Loew, G. H. (1991) Valproic Acid Metabolism by Cytochrome P450: A Theoretical Study of the Stereoelectronic Modulators of Product Distribution. J. Am. Chem. Soc. 113, 2736-2743.
10. Chang, Y., Loew, G. H., Rettie, A. E., Baillie, T. A., Sheffels, P. R., and Ortiz de Montellano, P. R. (1993) Binding of Flexible Ligands to Proteins: Valproic Acid and its interactions with Cytochrome P450cam. Int. J. Quant. Chem. Quant. Biol. Sym. 20, 161-180.
11. Peterson, L. A., and Castagnoli, N. (1988) Regio- and Stereochemical Studies on the α-carbon Oxidation of (S)-nicotine by Cytochrome P450 Model Systems. J. Med. Chem. 31, 637-640.