阿玛多利重排
化学
糖基化
四肽
果糖
赖氨酸
美拉德反应
碳水化合物
生物化学
立体化学
色谱法
氨基酸
肽
受体
作者
Andreja Jakas,Anja Katić,Nina Bionda,Štefica Horvat
标识
DOI:10.1016/j.carres.2008.07.003
摘要
The site specificity, extent, and nature of modification of the tetrapeptide, Leu-Ser-Lys-Leu (1), incubated with d-glucose or d-fructose in methanol, or in phosphate buffer of pH 5.7, 7.4, and 8.0 were investigated. The generated mono- and di-glycated Amadori (1-deoxy-d-fructosyl derivatives) and Heyns rearrangement products (N-alkylated glucosamine/mannosamine derivatives) were isolated and characterized by NMR and mass spectrometry. The results identified the epsilon-amino group of the Lys residue as the preferential glycation site in tetrapeptide 1. Under all conditions investigated, glucose afforded higher yields of glycation products than fructose. In the reactions carried out in buffer, glycation at pH 7.4 and 8.0 was much faster than at pH 5.7.
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