Formation mechanism and characterization of dilysyl-dipyrrolones, the Maillard-type yellow pigments.
Formation mechanism and characterization of dilysyl-dipyrrolones, the Maillard-type yellow pigments.
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美拉德型黄色颜料二赖氨酰二吡咯酮的形成机制和表征。
DOI：
10.1039/c3fo30366g
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发表时间：
2013
期刊：
影响因子：
6.1
通讯作者：
and Masatsune Murata
中科院分区：
文献类型：
--
作者：
Yuri Nomi;Ruriko Masuzaki;Naoko Terasawa;Makiko Takenaka;Hiroshi Ono;Yuzuru Otsuka;and Masatsune Murata
本课题组最近在弱酸性条件下，在含有木糖和赖氨酸的加热水溶液中分离并鉴定了新的黄色化合物，命名为二乙基-二吡咯酮A （DPL A; 1）和B （DPL B; 2）。在这项研究中，我们分离并鉴定了一种新的DPL衍生物（DPL C; 3），它与DPL B具有相同的结构，只是含有一个羟甲基。为了了解DPL衍生物的形成机制，制备了13c标记的DPL，并利用LC/MS和NMR对其进行了分析。[1-13C]核糖的13c标记实验表明，DPL C与DPLs A和DPLs b的形成途径不同。[U-13C5]核糖和[1-13C]赖氨酸的13c标记实验表明，DPL C中一个甲基部分的C-6来源于缓冲液中的核糖或乙酸的C-5。基于这些结果，我们假设了dpl的形成机制。结果表明，DPLs A和B具有较强的抗氧化活性。
Our group has recently isolated and identified novel yellow compounds named dilysyl-dipyrrolones A (DPL A; 1) and B (DPL B; 2) in a heated aqueous solution containing xylose and lysine under weakly acidic conditions. In this study, we isolated and identified a novel DPL derivative (DPL C; 3), which has the same structure as DPL B, except for containing a hydroxymethyl group. To estimate the formation mechanism of DPL derivatives, 13C-labeled DPLs were prepared and analyzed with LC/MS and NMR. 13C-labeling experiments using [1-13C] ribose showed that the formation pathway of DPL C was different from those of DPLs A and B. In addition, 13C-labeling experiments using [U-13C5] ribose and [1-13C] lysine showed that C-6 of a methine moiety in DPL C was derived from C-5 of ribose or acetic acid in buffer. Based on these results, we postulated the formation mechanism of DPLs. We then showed that DPLs A and B had potent antioxidant activities.