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Studies on the racemization(epimerization)of amino acids and peptides in the course of the Maillard Reaction

机译:氨基酸和肽在美拉德反应过程中的外向化(差异)

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We had demonstrated that heating of L-amino acids together with an excess of reducing saccharides leads to the formation of the corresponding D-amino acids.As this reaction is known as the MAILLARD reaction it was postulated that racemization of amino acids occurs via formation of carbanions in the course of this complex reaction.In order to corroborate this hypothesis,we report on the synthesis and thermal treatment of of AMADORI compounds(1-amino-1-deoxyketoses;fructose amino acids),which represent stable intermediates of the MAILLARD reaction.The chirality of amino acids released therefrom was investigated by enantioselective capillary gas chromatography on Chirasil-L-Val.Furthermore,in order to examine also the reaction of peptides,stereoisomers of alanyl-alanine were heated together with D-glucose and change of the stereochemistry of the amino acids investigated.
机译:我们已经证明,将L-氨基酸加热与过量还原糖导致相应的D-氨基酸的形成。该反应被称为美丽的反应,假设氨基酸的外消旋化通过形成发生 在这种复杂的反应过程中的碳水化合物。为了证实这一假设,我们报告了Amadori化合物(1-氨基-1-脱氧酯;果糖氨基酸)的合成和热处理报告,其代表着稳定的Maillard反应中间体 。通过胆硅-1-Val的映选择性毛细管气相色谱法研究了释放的氨基酸的手感。为了检查肽的反应,醛丙氨酸的立体异构体与D-葡萄糖一起加热,改变 研究了氨基酸的立体化学。

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