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在生理条件下,肌酸通过形成 N-(4-甲基-5-氧代-1-咪唑啉-2-基)肌氨酸(MG-HCr)来清除甲基乙二醛。

Creatine is a scavenger for methylglyoxal under physiological conditions via formation of N-(4-methyl-5-oxo-1-imidazolin-2-yl)sarcosine (MG-HCr).

机构信息

Institute of Food Chemistry, Technische Universität Dresden , D-01062 Dresden, Germany.

出版信息

J Agric Food Chem. 2015 Mar 4;63(8):2249-56. doi: 10.1021/jf505998z. Epub 2015 Feb 23.

Abstract

Following incubation of methylglyoxal and creatine under physiological conditions, N-(4-methyl-5-oxo-1-imidazolin-2-yl)sarcosine (MG-HCr) was isolated and identified by NMR and mass spectrometry. Due to its rapid formation, MG-HCr represents a specific product following "scavenging" of methylglyoxal by creatine. Using hydrophilic interaction chromatography coupled to mass spectrometry, MG-HCr was analyzed in urine samples of healthy volunteers. Daily MG-HCr excretion of nonvegetarians ranged from 0.35 to 3.84 μmol/24 h urine (median: 0.90 μmol/24 h urine) and of vegetarians from 0.11 to 0.31 μmol/24 h urine (median: 0.19 μmol/24 h urine), indicating that formation of MG-HCr in vivo is influenced by the dietary intake of creatine. The trapping of methylglyoxal by creatine may delay the formation of advanced glycation compounds in vivo and, therefore, could be of special importance in situations in which the body has to deal with pathophysiologically increased amounts of dicarbonyl compounds ("carbonyl stress"), for instance in diabetic patients.

摘要

在生理条件下孵育甲基乙二醛和肌酸后,通过 NMR 和质谱鉴定出 N-(4-甲基-5-氧代-1-咪唑啉-2-基)肌氨酸(MG-HCr)。由于其快速形成,MG-HCr 代表了肌酸“清除”甲基乙二醛后的特定产物。使用亲水相互作用色谱法结合质谱法,分析了健康志愿者的尿液样本中的 MG-HCr。非素食者的每日 MG-HCr 排泄量范围为 0.35 至 3.84 μmol/24 h 尿液(中位数:0.90 μmol/24 h 尿液),素食者的排泄量范围为 0.11 至 0.31 μmol/24 h 尿液(中位数:0.19 μmol/24 h 尿液),这表明体内 MG-HCr 的形成受肌酸的饮食摄入量影响。肌酸对甲基乙二醛的捕获可能会延迟体内晚期糖基化化合物的形成,因此在体内必须应对病理生理性增加的二羰基化合物(“羰基应激”)的情况下,例如在糖尿病患者中,可能具有特殊重要性。

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