Novel α-Oxoamide Advanced-Glycation Endproducts within the <i>N</i><sup>6</sup>-Carboxymethyl Lysine and <i>N</i><sup>6</sup>-Carboxyethyl Lysine Reaction Cascades
作者:Tim Baldensperger、Tobias Jost、Alexander Zipprich、Marcus A. Glomb
DOI:10.1021/acs.jafc.7b05813
日期:2018.2.28
either glyoxal or methylglyoxal were used to further elucidate the underlying mechanisms of the N6-carboxymethyl lysine and N6-carboxyethyl lysine reaction cascades. After independent synthesis of the authentic reference standards, we were able to detect N6-glyoxylyl lysine and N6-pyruvoyl lysine for the first time by HPLC-MS2 analyses. These two novel amide advanced-glycation endproducts were exclusively
高反应性的α-二羰基化合物乙二醛和甲基乙二醛是体内翻译后蛋白质修饰的主要前体。的模型孵育Ñ 2 -吨-Boc赖氨酸和任一乙二醛或甲基乙二醛被用来进一步阐明的基本机制Ñ 6 -carboxymethyl赖氨酸和Ñ 6羧乙基赖氨酸反应级联。的可信参考标准独立合成后,我们能够检测Ñ 6 -glyoxylyl赖氨酸和Ñ 6通过HPLC-MS -pyruvoyl赖氨酸首次2分析。这两种新的酰胺高级糖化终产物仅在充气条件下形成,表明它们是氧化应激的有效标志物。类似于众所周知的从氨基酸到Strecker酸的Strecker降解途径,烯胺中间体的氧化被认为是关键的机械步骤。开发了一种用于测定组织中AGEs的高度灵敏的检测方法。为了支持我们的假设,水平ñ 6 -glyoxylyl赖氨酸和ñ 6 -pyruvoyl赖氨酸在大鼠肝脏确实有肝硬化和老化有关。