Fractionation of flavonols and anthocyanins in winemaking residues using molecularly imprinted cellulose‐synthetic hybrid particles with pyridyl active surface

Nano Select Pub Date : 2024-02-07 DOI:10.1002/nano.202300153
Catarina P. Gomes, R. Dias, Mário Rui P. F. N. Costa
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Abstract

Hybrid cellulose‐synthetic particles with surface active pyridyl moieties and molecularly imprinted cavities for quercetin were prepared via atom transfer radical polymerization. The functionalization of the materials with pyridyl groups was confirmed by FTIR and the SEM micrographs of the hybrid particles demonstrate a clear surface modification compared with the pristine cellulose. Competitive sorption/desorption testing of the imprinted and non‐imprinted particles with standard polyphenols show the achievement of an imprinting factor IF ∼8. Moreover, it was also confirmed the high retention capability of the hybrid materials for polyphenols, due to their strong binding with the surface pyridyl moieties, even when using hydroalcoholic solvents of high ethanol content (e.g., ethanol/water 80/20 v/v). The sorption capabilities of the synthesized materials for polyphenols were explored with the fractionation of flavonols and anthocyanins in winemaking residues. High concentration and enrichment factors were achieved for high‐added value compounds, namely five times for quercetin and 12 for quercetin‐3‐O‐glucuronide with a diatomaceous earth extract and up to 4 for flavonols in a grape pomace (e.g. myricetin and quercetin glucosides). This research demonstrates de feasibility for the combination between the development of engineered materials addressing sustainability with their application to the valorization of agro‐industrial wastes.
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使用具有吡啶基活性表面的分子印迹纤维素-合成杂化颗粒对酿酒残渣中的黄酮醇和花青素进行分馏
通过原子转移自由基聚合法制备了具有表面活性吡啶基和槲皮素分子印迹空穴的杂化纤维素合成颗粒。傅立叶变换红外光谱(FTIR)证实了材料中吡啶基的功能化,与原始纤维素相比,杂化颗粒的扫描电镜显微照片显示出明显的表面改性。压印颗粒和非压印颗粒与标准多酚的竞争性吸附/解吸测试表明,压印因子 IF ∼8。此外,研究还证实,即使使用乙醇含量较高的水醇溶剂(如乙醇/水 80/20 v/v),杂化材料也能很好地保留多酚,这是因为它们与表面的吡啶基结合力很强。通过对酿酒残渣中的黄酮醇和花青素进行分馏,探索了合成材料对多酚的吸附能力。高附加值化合物的浓度和富集系数都很高,即硅藻土提取物中槲皮素的浓度是硅藻土提取物的 5 倍,槲皮素-3-O-葡萄糖醛酸的浓度是硅藻土提取物的 12 倍,葡萄渣中的黄酮醇(如杨梅素和槲皮素葡萄糖苷)的浓度高达 4 倍。这项研究证明了将开发工程材料解决可持续性问题与应用于农用工业废料的增值相结合的可行性。
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