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Insights into the Chemistry of Non-Enzymatic Browning Reactions in Different Ribose-Amino Acid Model Systems

机译:不同核糖 - 氨基酸模型系统中的非酶促褐变反应化学的见解

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Reactions between sugars and amino acids in the Maillard reaction produce a multitude of compounds through interconnected chemical pathways. The course of the pathways changes depending on the nature of the amino acids and sugars as well as the processing conditions (e.g. temperature, water activity). Some partial pathways have been elucidated using labelled precursors but the process is very time intensive. Here, we use rapid, non-targeted analysis with Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR-MS) to deliver the molecular formulae and ion intensities of the compounds generated from reaction of four amino acids with ribose (10?h at 100?°C) to study the effect of amino acid side chains on the reaction pathways. Using van Krevelen diagrams, known chemical changes during the reaction (e.g. dehydration or decarboxylation) can be studied. Comparison of the data from the four amino acids studied, showed a common pathway, which involved 73 Maillard reaction products (MRPs) where the differences were due only to the nature of the amino acid side chain. From the more than 1400 different molecular formulae found, pathways unique to the amino acids were also identified and the order of reactivity was lysine cysteine isoleucine?≈?glycine. While unequivocal identification of the compounds cannot be achieved with FT-ICR-MS, applying known chemical transformations found in the Maillard reaction, not only identifies new and known pathways, but also integrates the MRPs into a general Maillard reaction scheme that better represents the totality of the Maillard reaction.
机译:美丽反应中糖和氨基酸之间的反应通过相互连接的化学途径产生多种化合物。途径的过程根据氨基酸和糖的性质以及加工条件(例如,温度,水活性)而变化。使用标记的前体阐明了一些部分途径,但该过程非常密集。在这里,我们利用傅里叶变换离子回旋谐振质谱(FT-ICR-MS)快速,非靶向分析,以递送由核糖(10Ω·H的四个氨基酸反应产生的化合物的分子公式和离子强度(10Ω 100?°C)研究氨基酸侧链对反应途径的影响。使用Van Krevelen图,可以研究反​​应过程中的已知化学变化(例如脱水或脱羧)。研究的四种氨基酸的数据比较,显示了常见的途径,其涉及73个美丽的反应产物(MRPS),其中差异仅受到氨基酸侧链的性质。从发现的1400多种不同的分子配方中发现,还鉴定了氨基酸独特的途径,并且反应性的顺序是赖氨酸>半胱氨酸>异亮氨酸αγ甘氨酸。虽然通过FT-ICR-MS可以实现化合物的明确鉴定,但在美洲曲德反应中施加已知的化学转化,不仅识别新的和已知的途径,而且还将MRP融为一体,更良好地代表整体的迈尔德反应方案美丽的反应。

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