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鉴定N-ε-(2-丙烯醛)赖氨酸为丙二醛的主要尿液代谢产物。

Identification of N-epsilon-(2-propenal)lysine as a major urinary metabolite of malondialdehyde.

作者信息

Draper H H, Hadley M, Lissemore L, Laing N M, Cole P D

机构信息

Department of Nutritional Sciences, College of Biological Science, University of Guelph, Ontario, Canada.

出版信息

Lipids. 1988 Jun;23(6):626-8. doi: 10.1007/BF02535610.

DOI:10.1007/BF02535610
PMID:3139952
Abstract

N-epsilon-(2-propenal)lysine (epsilon-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 epsilon-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-alpha-acetyl-N-epsilon-(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 epsilon-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.

摘要

N-ε-(2-丙烯醛)赖氨酸(ε-PL)被确定为大鼠和人类尿液中排出的丙二醛(MDA)的两种主要代谢产物之一。该化合物主要但并非唯一来源于饮食,它是由多不饱和脂肪酸氧化分解产生的游离MDA与食物蛋白质赖氨酸残基的ε-氨基之间的反应产生的。它在蛋白质消化过程中释放出来,是MDA被吸收的主要形式。它部分以未改变的形式排泄,部分以乙酰化衍生物N-α-乙酰基-N-ε-(2-丙烯醛)赖氨酸的形式排泄。给大鼠施用该化合物不会导致尿液中游离MDA排泄增加。食物中的MDA主要以ε-PL的形式被吸收,且该化合物在体内不会代谢为游离MDA,这些发现减轻了人们对饮食中MDA可能的致突变性和致癌性的担忧。

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本文引用的文献

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Increased formation and degradation of malondialdehyde-modified proteins under conditions of peroxidative stress.
Lipids. 1995 Oct;30(10):963-6. doi: 10.1007/BF02537490.
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Characteristics of the thiobarbituric acid reactivity of human urine as a possible consequence of lipid peroxidation.作为脂质过氧化可能结果的人尿硫代巴比妥酸反应性特征。
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10
Isolation of a guanine-malondialdehyde adduct from rat and human urine.从大鼠和人类尿液中分离出鸟嘌呤-丙二醛加合物。
Lipids. 1990 Feb;25(2):82-5. doi: 10.1007/BF02562209.
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5
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6
Identification of N-(2-propenal)ethanolamine as a urinary metabolite of malondialdehyde.
Free Radic Biol Med. 1989;6(1):49-52. doi: 10.1016/0891-5849(89)90159-7.