Formation of Phenolic Compounds from d-Galacturonic Acid.

Formation of Phenolic Compounds from d-Galacturonic Acid.
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DOI:
10.1021/acs.jafc.8b04158
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发表时间:
2018-10
影响因子:
6.1
通讯作者:
Alexandra Urbisch;U. Einhorn-Stoll;H. Kastner;S. Drusch;L. Kroh
Alexandra Urbisch;U. Einhorn-Stoll;H. Kastner;S. Drusch;L. Kroh
中科院分区:
农林科学1区
文献类型:
--
作者:
Alexandra Urbisch;U. Einhorn-Stoll;H. Kastner;S. Drusch;L. Kroh

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在130°C和不同pH值下处理的d-半乳糖酸(d-GalA)模型体系显示出强烈的颜色形成,而其他还原糖,如d-半乳糖(d-Gal)几乎没有反应。GC-MS测量显示了几种酚类化合物的存在:例如3,8-二羟基-2-甲基-4 h - chromen4 -one (chromone)和2,3-二羟基苯甲醛(2,3- dhba)。这些酚类化合物,特别是2,3- dhba,具有强烈的褐变电位,在加热的还原糖模型溶液中找不到。对这些物质形成的研究表明,α-酮戊二醛作为中间产物起着重要的作用。此外,对正呋喃醇与2,3- dhba结合的模型体系进行的质谱分析显示,在d-GalA模型体系中也可以检测到低聚物的形成,这使得我们假设,除了还原酸,这些化合物是d-GalA热处理过程中形成强颜色的共同原因。
Aqueous d-galacturonic acid (d-GalA) model systems treated at 130 °C at different pH values show an intense color formation, whereas other reducing sugars, such as d-galactose (d-Gal), scarcely react. GC-MS measurements revealed the presence of several phenolic compounds: e.g., 3,8-dihydroxy-2-methyl-4 H-chromen-4-one (chromone) and 2,3-dihydroxybenzaldehyde (2,3-DHBA). These phenolic compounds, especially 2,3-DHBA, possess an intense browning potential and cannot be found within heated model solutions of reducing sugars. Investigations regarding the formation of these substances show that α-ketoglutaraldehyde plays an important role as an intermediate product. In addition, MS analysis of model systems of norfuraneol in combination with 2,3-DHBA showed the formation of oligomers that could also be detected in d-GalA model systems, leading to the assumption that, in addition to reductic acid, these compounds are jointly responsible for the strong color formation during the heat treatment of d-GalA.