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Drug Metabolism & Disposition

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Abstract

Metabolism-dependent covalent binding of (S)-[5-3H]nicotine to liver and lung microsomal macromolecules.

M K Shigenaga, A J Trevor and N Castagnoli Jr
Drug Metabolism and Disposition May 1988, 16 (3) 397-402;
M K Shigenaga
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A J Trevor
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N Castagnoli Jr
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Abstract

Incubation of (S)-[5-3H]nicotine with rabbit liver microsomes in the presence of dioxygen and NADPH results in the formation of metabolites that bind covalently to microsomal macromolecules (250-550 pmol/mg of protein/hr). The partition ratio [(S)-nicotine metabolized/(S)-nicotine equivalents covalently bound] ranged between 250:1 and 500:1. The addition of SKF 525-A, cytochrome c, or n-octylamine inhibited both (S)-nicotine metabolism and covalent binding whereas phenobarbital pretreatment increased the rates of metabolism and covalent binding. Sodium cyanide, which forms stable adducts with the cytochrome P-450-generated iminium ion metabolites of (S)-nicotine and a variety of other tertiary amines, inhibited covalent binding but also decreased the rate of (S)-nicotine metabolism. The metabolism-dependent covalent binding of (S)-nicotine and its conversion to the delta 1',5'-iminium species were observed also in microsomal incubations prepared from rabbit lung and human liver tissues.

 

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Drug Metabolism and Disposition
Vol. 16, Issue 3
1 May 1988
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Abstract

Metabolism-dependent covalent binding of (S)-[5-3H]nicotine to liver and lung microsomal macromolecules.

M K Shigenaga, A J Trevor and N Castagnoli
Drug Metabolism and Disposition May 1, 1988, 16 (3) 397-402;

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Abstract

Metabolism-dependent covalent binding of (S)-[5-3H]nicotine to liver and lung microsomal macromolecules.

M K Shigenaga, A J Trevor and N Castagnoli
Drug Metabolism and Disposition May 1, 1988, 16 (3) 397-402;
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