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Identification of N‐ε‐(2‐propenal)lysine as a major urinary metabolite of malondialdehyde
Author(s) -
Draper H. H.,
Hadley M.,
Lissemore L.,
Laing N. M.,
Cole P. D.
Publication year - 1988
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02535610
Subject(s) - malondialdehyde , metabolite , chemistry , urinary system , lipidology , clinical chemistry , lysine , identification (biology) , biochemistry , urine , chromatography , medicine , oxidative stress , biology , amino acid , botany
N‐ε‐(2‐propenal)lysine (ε‐PL) was identified as one of two major metabolites of malondialdehyde (MDA) excreted in rat and human urine. This compound is derived mainly but not exclusively from the diet, where it arises from a reaction between free MDA generated in the oxidative decomposition of polyunsaturated fatty acids and the ε‐amino of the lysine residues of food proteins. It is released during protein digestion and represents the main form in which MDA is absorbed. It is excreted partially in unchanged form and partially as the acetylated derivative N‐α‐acetyl‐N‐ε‐(2‐propenal)lysine. Its administration to rats did not result in an increase in the excretion of free MDA in the urine. The findings that MDA in foods is absorbed mainly as ε‐PL, and that this compound is not metabolized to free MDA in vivo, mitigate concern over the possible mutagenicity and carcinogenicity of MDA in the diet.