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Reinvestigation of 2-acetylthiazole formation pathways in the Maillard reaction
Food Chemistry ( IF 8.5 ) Pub Date : 2020-12-02 , DOI: 10.1016/j.foodchem.2020.128761
Xiao-Yuan Wang , Yun-Jiao Ma , Yu Guo , Xiao-Lin Luo , Ming Du , Liang Dong , Pei Yu , Xian-Bing Xu

2-Acetylthiazole possesses a nutty, cereal-like and popcorn-like aroma and a low odor threshold, and this compound has been identified in some processed foods, while the formation pathway of 2-acetylthiazole has not been clearly elucidated. Here, a model reaction of d-glucose and l-cysteine was constructed to investigate the formation pathway of 2-acetylthiazole. l-Cysteine, d-glucose and the corresponding intermediates, namely, dicarbonyl compounds (DCs), were involved in the formation of 2-acetylthiazole and detected by high-performance liquid chromatography with tandem mass spectrometry (HPLC-MS/MS), high-performance ion chromatography (HPIC) and HPLC, respectively. The carbon module labeling (CAMOLA) technique revealed that the C-4 and C-5 of 2-acetylthiazole were derived from the carbons of glucose. The potential of glyoxal, which is degraded by glucose, to form 2-acetylthiazole was revealed for the first time. A novel route to form 2-acetylthiazole by the reaction of glyoxal and methylglyoxal produced by d-glucose with H2S and NH3 produced by l-cysteine was proposed.



中文翻译:

美拉德反应中2-乙酰基噻唑形成途径的再研究

2-乙酰噻唑具有坚果味,谷类和爆米花样的香气,气味阈值低,这种化合物已在某些加工食品中被鉴定出来,而2-乙酰基噻唑的形成途径尚不清楚。在此,构建了d-葡萄糖和l-半胱氨酸的模型反应以研究2-乙酰基噻唑的形成途径。半胱氨酸,d-葡萄糖和相应的中间体,即二羰基化合物(DCs)参与了2-乙酰基噻唑的形成,并通过高效液相色谱-串联质谱(HPLC-MS / MS),高效离子色谱法( HPIC)和HPLC。碳模块标记(CAMOLA)技术表明2-乙酰基噻唑的C-4和C-5来源于葡萄糖的碳。首次揭示了被葡萄糖降解的乙二醛形成2-乙酰基噻唑的潜力。提出了由d-葡萄糖产生的乙二醛和甲基乙二醛与l-半胱氨酸产生的H 2 S和NH 3反应形成2-乙酰基噻唑的新途径。

更新日期:2020-12-10
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