Division of Biotechnology, The Catholic University of Korea, Bucheon, 420-743, Republic of Korea.
Division of Biotechnology, The Catholic University of Korea, Bucheon, 420-743, Republic of Korea.
Enzyme Microb Technol. 2020 Sep;139:109581. doi: 10.1016/j.enzmictec.2020.109581. Epub 2020 May 5.
Ergosterol, like cholesterol, has many beneficial physiological activities, and because it has no adverse clinical problem with cholesterol, it is a substance that can be used as a biomaterial in the food and cosmetics industry. However, ergosterol has low oil solubility and is easily crystallized, which is problematic for its direct use in the industry. This problem can be solved by combining fatty acids with ergosterol. In this study, ergosterol derivatives with unsaturated fatty acids were synthesized from ergosterol and various plant oils. Specifically, ergosterol oleate (EO), ergosterol linoleate (EL), and ergosterol linolenate (ELn) were synthesized using Proteus vulgaris K80 lipase. To effectively synthesize these unsaturated fatty acid ergosterol esters (FAEEs), 25 mM ergosterol and 40 mM plant oil were added into hexane solvent, and transesterification reaction was performed at 40 °C. Proteus vulgaris K80 lipase showed higher conversion yield than other commercial lipases, due to its high affinity to ergosterol and broad substrate specificity. Rapeseed oil, sunflower seed oil, and linseed oil were used to synthesize EO, EL, and ELn, respectively. The FAEEs were purified, and their purity was confirmed by FT-IR and LC-MS. The solubility of the FAEEs in a tricaprylin solvent was increased 11-16 times, compared to that of ergosterol. We found that EL- and ELn-containing emulsions had strong growth inhibitory activity against some dairy and cosmetic spoilage bacteria.
麦角固醇与胆固醇一样，具有许多有益的生理活性，而且由于它没有胆固醇的临床问题，因此它是一种可以在食品和化妆品行业中用作生物材料的物质。然而，麦角固醇的油溶性低，容易结晶，这对其在工业中的直接应用是一个问题。这个问题可以通过将脂肪酸与麦角固醇结合来解决。在这项研究中，我们从麦角固醇和各种植物油合成了具有不饱和脂肪酸的麦角固醇衍生物。具体来说，我们使用普通变形杆菌 K80 脂肪酶合成了麦角固醇油酸酯（EO）、麦角固醇亚油酸酯（EL）和麦角固醇亚麻酸酯（ELn）。为了有效地合成这些不饱和脂肪酸麦角固醇酯（FAEEs），我们在己烷溶剂中加入 25mM 的麦角固醇和 40mM 的植物油，并在 40°C 下进行酯交换反应。由于普通变形杆菌 K80 脂肪酶对麦角固醇具有高亲和力和广泛的底物特异性，因此其转化率高于其他商业脂肪酶。我们分别使用菜籽油、葵花籽油和亚麻籽油来合成 EO、EL 和 ELn。FAEEs 经纯化后，通过傅里叶变换红外光谱（FT-IR）和液相色谱-质谱联用（LC-MS）确认其纯度。与麦角固醇相比，FAEEs 在三辛酸甘油酯溶剂中的溶解度提高了 11-16 倍。我们发现含有 EL 和 ELn 的乳液对一些乳制品和化妆品腐败菌具有很强的抑菌活性。
