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Color stabilization of cyanidin-3-glucoside-based dyes by encapsulation with biocompatible PEGylated phospholipid micelles
Dyes and Pigments ( IF 4.1 ) Pub Date : 2020-06-02 , DOI: 10.1016/j.dyepig.2020.108592
Luís Cruz , Nuno Basílio , Victor de Freitas

Anthocyanins color stabilization is a constant concern of the scientific community which has been searching different approaches since encapsulation technology to development of new host-guest systems. In this work, the interaction between a biocompatible self-assembled system (PEGylated phospholipid micelles) and two anthocyanin dyes was studied by UV–Vis, stopped-flow, NMR and DLS. Overall, the results obtained clearly showed a superior stabilization and intensification effect on the colored species of anthocyanin dyes in the presence of PEGylated phospholipid micelles. The red flavylium cation of cyanidin-3-glucoside was preferentially encapsulated by the negatively charged micelles rather than the colorless hemiketal species resulting in an increase of absorbance of the solution color in 36% at pH 3.5. The thermodynamic constants were also modulated in the presence of the micelles, namely the hydration constant (pKh) and the apparent acidic equilibrium constant (pK'a) increased in 0.5–0.6 pH units. In the case of the anthocyanin lipophilic pigment, it was observed an increase in the mole fraction of blue quinoidal base concomitantly with the decrease of the hemiketal species from pH above 6 (circa 40%) displaying stable bluish colored solutions. The tuning and color stabilization of anthocyanin-based dyes using this biocompatible system envisage novel applications such as colorimetric sensors for food packaging.



中文翻译:

通过生物相容性聚乙二醇化磷脂胶束包封,以花青素-3-葡萄糖苷为基础的染料的颜色稳定

花色苷的颜色稳定化一直是科学界一直关注的问题,自封装技术以来,人们一直在寻找不同的方法来开发新的来宾系统。在这项工作中,通过UV-Vis,停止流,NMR和DLS研究了生物相容性自组装系统(聚乙二醇化磷脂微团)与两种花色苷染料之间的相互作用。总体而言,获得的结果清楚地表明,在存在聚乙二醇化磷脂微团的情况下,对花色苷染料的有色物种具有优异的稳定和增强作用。矢车菊苷-3-葡萄糖苷的红色黄酮阳离子优先被带负电的胶束包裹,而不是由无色的半缩酮包裹,导致溶液颜色在pH 3.5时的吸收度提高了36%。ķ ħ)和表观平衡酸性常数(对ķ ')在0.5-0.6个pH单位增加。在花青素亲脂性颜料的情况下,观察到蓝色喹啉碱的摩尔分数增加,并且从pH高于6(约40%)的半缩醛种类减少,显示出稳定的带蓝色溶液。使用该生物相容性系统对基于花色苷的染料进行调节和颜色稳定可预见到新颖的应用,例如食品包装的比色传感器。

更新日期:2020-06-02
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