Identification of Blue Pigment Formed in a D-Xylose-Glycine Reaction System.

Identification of Blue Pigment Formed in a D-Xylose-Glycine Reaction System.
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D-木糖-甘氨酸反应体系中形成的蓝色色素的鉴定。

DOI:
10.1271/bbb.63.1512
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发表时间:
1999
期刊:
Bioscience, biotechnology, and biochemistry
影响因子:
--
通讯作者:
H. Kato
H. Kato
中科院分区:
--
文献类型:
--
作者:
F. Hayase;Y. Takahashi;S. Tominaga;M. Miura;T. Gomyo;H. Kato

文献摘要

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将d -木糖(1 M)、甘氨酸(0.1 M)和碳酸氢钠(0.1 M)溶于pH为8.1的60%乙醇水溶液中,在26.5℃、氮气置换的暗室中放置2天。通过阴离子交换和凝胶过滤色谱,从蓝色溶液中分离纯化了蓝色色素。蓝色颜料命名为Blue- m1(蓝色美拉德反应中间体-1),鉴定为5-{[1,4-(二羧基甲基)-5-(2,3-二羟丙基)-2-吡咯罗[3,2-b]吡咯基]甲基}-1,4-(二羧基甲基)-2-(1,2,3-三羟丙基)-吡咯罗[3,2-b]吡咯-铕。Blue-M1应该是黄色吡咯-2-甲醛化合物的二聚体。易于与黄色化合物反应的Blue-M1具有聚合活性,表明它是形成类黑素的重要美拉德反应中间体。
D-Xylose (1 M), glycine (0.1 M), and sodium hydrogencarbonate (0.1 M) were dissolved in aqueous 60% ethanol at pH 8.1 and left at 26.5°C for 2 days in a dark room under nitrogen displacement. Blue pigment was isolated and purified from the blue solution by anionic exchange and gel filtration chromatographies. Blue pigment which was designated Blue-M1 (blue Maillard reaction intermediate-1) was identified as 5-{[1,4-(dicarboxymethyl)-5-(2,3-dihydroxypropyl)-2-pyrrolo[3,2-b]pyrrolyl]methine}-1,4-(dicarboxymethyl)-2-(1,2,3-trihydroxypropyl)-pyrrolo[3,2-b]pyrroly-lium. Blue-M1 is supposed to be a dimer of yellow colored pyrrolopyrrole-2-carboxaldehyde compounds. Blue-M1 that reacts readily to yellow compounds has a polymerizing activity, suggesting it is an important Maillard reaction intermediate through the formation of melanoidins.