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Analysis of the pH-Dependent Fe(III) Ion Chelating Activity of Anthocyanin Extracted from Black Soybean [Glycine max (L.) Merr.] Coats
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2018-01-27 00:00:00 , DOI: 10.1021/acs.jafc.7b04719
Yanli Xie 1 , Xiaolu Zhu 1 , Yuan Li 1 , Chen Wang 1
Affiliation  

The Fe(III) chelating activity of anthocyanin extracted from black soybean coats was investigated at pH 3.0, 5.0, 6.5, 7.0, and 7.4 with fluorescence spectroscopy and microscale thermophoresis (MST). Cyanidin-3-glucoside (C3G) was determined to be 98% of the total anthocyanin by high-performance liquid chromatography. The binding affinity (Ka) exhibited significant pH-dependent behavior: Ka was 9.7167 × 104, 1.0837 × 104, 1.4284 × 104, 5.4550 × 104, and 3.0269 × 104 M–1 at pH 3.0, 5.0, 6.5, 7.0, and 7.4, respectively (p < 0.05). The MST data showed that ΔG < 0 and ΔH < 0, demonstrating that chelation is spontaneous and exothermic. Because both ΔH and ΔS < 0, the chelation involves hydrogen bonds and/or van der Waals forces for pH 3.0, 5.0, and 6.5. Electrostatic interactions contributed to chelation at pH 7.0 and 7.4 with ΔH < 0 and ΔS > 0. With the formation of chelates, C3G improved the solubility of Fe(III) at pH 6.5, 7.0, and 7.4 to enhance the ferric ion bioavailability, except for aggregation observed at pH 5.0.

中文翻译:


黑大豆 [Glycine max (L.) Merr.] 皮中提取花青素的 pH 依赖性 Fe(III) 离子螯合活性分析



利用荧光光谱和微尺度热泳 (MST) 研究了在 pH 3.0、5.0、6.5、7.0 和 7.4 下从黑豆皮中提​​取的花青素的 Fe(III) 螯合活性。高效液相色谱法测定花青素-3-葡萄糖苷(C3G)占总花青素的98%。结合亲和力 ( Ka ) 表现出显着的 pH 依赖性行为:pH 3.0、5.0 时Ka9.7167 × 10 4 、1.0837 × 10 4 、1.4284 × 10 4 、5.4550 × 10 4和 3.0269 × 10 4 M –1分别为 6.5、7.0 和 7.4 ( p < 0.05)。 MST数据显示ΔG < 0且ΔH < 0,证明螯合是自发且放热的。由于 Δ H和 Δ S < 0,因此在 pH 3.0、5.0 和 6.5 下,螯合涉及氢键和/或范德华力。静电相互作用有助于在 pH 7.0 和 7.4 下发生螯合,Δ H < 0 且 Δ S > 0。随着螯合物的形成,C3G 提高了 Fe(III) 在 pH 6.5、7.0 和 7.4 下的溶解度,从而提高了三价铁离子的生物利用度,除了在 pH 5.0 下观察到的聚集。
更新日期:2018-01-27
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