Lipid Technology and Engineering, School of Food Science and Engineering, Henan University of Technology, Lianhua Road 100, Zhengzhou, 450001, Henan Province, PR China.
J Biotechnol. 2018 Aug 20;280:31-37. doi: 10.1016/j.jbiotec.2018.05.016. Epub 2018 May 31.
Feruloylated acylglycerols (FAG) can be used as antioxidants and UV absorbing ingredients in food and cosmetics. In this work, FAG was prepared by the lipase-catalyzed transesterification of glyceryl monoferulate (GMF) with different acyl donors using ionic liquids (ILs) as reaction solvents. The effect of different imidazolium ILs (BF, PF and TFN) and acyl donors (monoacylglycerols and diacylglycerols) on the transesterification and lipase selectivity for FAG formation were compared. The effect of reaction parameters (temperature, enzyme concentration, substrates ratio and time) on the reaction were also studied. The results showed that FAG preparation can be enhanced using monoolein (MO) and distearin (DS) as acyl donors. High transesterification activity and excellent lipase selectivity for lipophilic FAG formation were achieved using [CMIM]PF as reaction solvent. The activation energy to form the lipophilic FAG by transesterification using MO as an acyl donor was 37.2 kJ/mol, which was lower than that of DS (92.9 kJ/mol). The activation energy to form the hydrophilic glyceryl diferulate by the esterification of GMF with feruloyl formed by the hydrolysis of another GMF (21.5 kJ/mol) using MO as an acyl donor was lower than that of DS (61.9 kJ/mol).
阿魏酰基甘油酯（FAG）可用作食品和化妆品中的抗氧化剂和紫外线吸收剂。在这项工作中，使用脂肪酶催化的甘醇单阿魏酸酯（GMF）与不同酰基供体的转酯化反应，以离子液体（ILs）作为反应溶剂制备 FAG。比较了不同的咪唑离子液体（BF、PF 和 TFN）和酰基供体（单甘酯和二甘酯）对转酯化和脂肪酶选择性生成 FAG 的影响。还研究了反应参数（温度、酶浓度、底物比和时间）对反应的影响。结果表明，使用单油酸甘油酯（MO）和二硬脂酸甘油酯（DS）作为酰基供体可以增强 FAG 的制备。使用[CMIM]PF 作为反应溶剂可以获得高的转酯化活性和优异的脂肪酶选择性，有利于亲脂性 FAG 的形成。用 MO 作为酰基供体进行转酯化形成亲脂性 FAG 的活化能为 37.2 kJ/mol，低于 DS（92.9 kJ/mol）。用 MO 作为酰基供体，GMF 与另一个 GMF 水解形成的阿魏酸进行酯化形成亲水性甘油二阿魏酸酯的活化能（21.5 kJ/mol）低于 DS（61.9 kJ/mol）。
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