Effect of the length of alkyl chain on the cytochrome P450 dependent metabolism of N-diakylnitrosamines.

Abstract:

:Liver microsomes from control and treated rats (P4501A, 2B, 2E1-induced) metabolize at variable metabolic rates eight N-nitroso-di-n-alkylamines, including five symmetrical (N-nitroso-dimethyl, -diethyl, -dipropyl, -dibutyl and -diamyl-amines) and four asymmetrical (N-nitrosomethylethyl, methylpropyl, methylbutyl, and methylamyl-amines), into aldehydes. Thus, the longer the alkyl chain of symmetrical N-nitrosamines, the smaller was the metabolic rate of the corresponding aldehyde formation. The chain length of the alkyl group of N-nitroso-methylalkylamines modified the oxidation of the alkyl moiety: the oxidation by CYP2E1 decreased as the n-alkyl chain length increased and conversely for the oxidation by CYP1A and CYP2B. Finally, the longer the n-alkyl chain length of asymmetrical N-nitrosamines, the greater was the oxidation of methyl groups.

journal_name

Cancer Lett

journal_title

Cancer letters

authors

Bellec G,Goasduff T,Dreano Y,Menez JF,Berthou F

doi

10.1016/0304-3835(95)04078-1

subject

Has Abstract

pub_date

1996-02-27 00:00:00

pages

115-23

issue

1-2

eissn

0304-3835

issn

1872-7980

pii

0304-3835(95)04078-1

journal_volume

100

pub_type

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