2-脱氧-2-L-苯丙氨酸-D-葡萄糖的水相制备研究
Preparation of 2-deoxy-2-L-phenylalanine-D-glucose in aqueous phase
2-脱氧-2-L-苯丙氨酸-D-葡萄糖在食品、卷烟加工中对香味的形成和感官品质有重要影响。为实现水相制备,本文基于半胱氨酸作用于Heyns重排产物可以有效抑制色泽物质形成的机理,通过变温美拉德反应,比较色泽抑制效果,得到2-脱氧-2-L-苯丙氨酸-D-葡萄糖的临界反应条件为pH 7.4、100℃下反应100 min。通过半制备高效液相色谱分离纯化可得到纯度为95%的纯品,利用液质联用(LC-MS/MS)、核磁共振(NMR)对纯品进行表征,可推测其结构信息。采用顶空固相微萃取气质联用(SPME/GC-MS)对变温美拉德反应产物进行挥发性成分分析,发现2-脱氧-2-L-苯丙氨酸-D-葡萄糖纯品进一步发生美拉德反应得到的风味物质含量较果糖和苯丙氨酸完全美拉德反应产物低,但在后续加工中具有风味受控形成和给消费者带来新鲜愉悦享受的效果。
2-deoxy-2-L-phenylalanine-D-glucose has an important effect on the formation of flavor and sensory quality in food and tobacco processing. It was prepared via the temperature-elevating Maillard reaction of fructose and phenylalanine, based on the mechanism of the inhibition of pigments formation because of the interaction of cysteine reacted with Heyns rearrangement products. The critical reaction conditions was determined by comparison of color inhibition as follow: pH 7.4 and heated at 100℃ for 100 min. The purity of 2-deoxy-2-L-phenylalanine-D-glucose which was purified by semi-preparative high performance liquid chromatography reached 95%. The pure product was characterized by mass spectrometry and nuclear magnetic resonance to estimate the structure information of 2-deoxy-2-L-phenylalanine-D-glucose. The volatile compounds of temperature-elevating Maillard reaction products was analyzed using SPME/GC-MS. Lower contents of volatile compounds was found during futher Maillard reaction of 2-deoxy-2-L-phenylalanine-D-glucose than that in the complete Maillard reaction of fructose and phenylalanine. However, the controlled flavor formation in the subsequent processing was shown which would improve the feelings of freshment and joy for the consumers.
于静洋、贾承胜、崔和平、夏书芹、张晓鸣、邓仕彬
食品工业烟草工业生物化学
变温美拉德反应Heyns重排产物分离纯化结构表征热裂解分析
emperature-elevating Maillard reactionHeyns rearrangement productsIsolation and purificationStructural characterizationThermal cracking analysis
于静洋,贾承胜,崔和平,夏书芹,张晓鸣,邓仕彬.2-脱氧-2-L-苯丙氨酸-D-葡萄糖的水相制备研究[EB/OL].(2017-02-09)[2025-08-16].http://www.paper.edu.cn/releasepaper/content/201702-46.点此复制
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