Lipid Technology and Engineering, College of Food Science and Engineering, Henan University of Technology, Lianhua Road 100, Zhengzhou 450001, Henan Province, PR China.
Lipid Technology and Engineering, College of Food Science and Engineering, Henan University of Technology, Lianhua Road 100, Zhengzhou 450001, Henan Province, PR China.
Food Chem. 2022 Feb 15;370:131324. doi: 10.1016/j.foodchem.2021.131324. Epub 2021 Oct 6.
A novel enzyme-catalyzed method was developed for the synthesis of phytosterol polyol esters from β-sitosterol and polyols (sorbitol, mannitol and xylitol) by two-step transesterification using divinyl adipate (DVA) as a link. A high conversion (exceeding 94%) of β-sitosterol with a vinyl group was achieved, in the presence of Candida rugosa lipase (CRL), at low temperature (35 °C) within 30 min. Subsequently, the maximum conversion of phytosterol polyol esters (>94%) was obtained using alkaline protease from Bacillus subtilis at 65 °C. Phytosterol polyol esters had enhanced thermal stability (up to an above 355 °C) and excellent water solubility (4.6-7.9 mM at 35 °C). Moreover, obvious increases in the bioaccessibility (41.5-63.6%) and intestinal uptake (5.2-6.5%) were observed using a simulated gastrointestinal digestion/Caco-2 cell model. These results highlighted the key role of hydrophilic structural modifications on physicochemical properties and absorption of phytosterols.
开发了一种新型酶催化方法，通过两步酯交换反应，使用二乙烯基己二酸酯（DVA）作为连接物，从β-谷甾醇和多元醇（山梨醇、甘露醇和木糖醇）合成植物甾醇多元醇酯。在 35°C 下，30 分钟内，脂肪酶（CRL）存在下，实现了含乙烯基的β-谷甾醇的高转化率（超过 94%）。随后，在 65°C 下使用枯草芽孢杆菌碱性蛋白酶，获得了植物甾醇多元醇酯的最大转化率（>94%）。植物甾醇多元醇酯具有增强的热稳定性（高达 355°C 以上）和优异的水溶性（35°C 时为 4.6-7.9 mM）。此外，使用模拟胃肠道消化/Caco-2 细胞模型观察到生物利用度（41.5-63.6%）和肠内摄取（5.2-6.5%）明显增加。这些结果突出了亲水性结构修饰对植物甾醇理化性质和吸收的关键作用。
