Okulus Marta, Rychlicka Magdalena, Gliszczyńska Anna
Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland.
Foods. 2021 Dec 21;11(1):7. doi: 10.3390/foods11010007.
Enzymatic acidolysis of egg-yolk phosphatidylcholine (PC) with 3-methoxycinnamic acid (3-OMe-CA) was investigated to produce biologically active 3-methoxycinnamoylated phospholipids. Four commercially available lipases were screened for their ability to incorporate 3-OMe-CA into PC. The results showed that Novozym 435 is the most effective biocatalyst for this process, while during the examination of organic solvents, heptane was found propriate reaction medium. The other reaction parameters including the substrate molar ratio, enzyme load and reaction time were designed using an experimental factorial design method. According to three-level-3-factor Box-Behnken model it was shown that all of studied parameters are crucial variables for the maximization of the synthesis of structured PLs. The optimum conditions derived via response surface methodology (RSM) were: 30% of lipase of the total weight of substrates, 1:15 molar ration of PC/3-OMe-CA and reaction time 4 days. The process of acidolysis performed on the increased scale at optimized parameters afforded two products. The major product, 3-methoxycinnamoylated lysophosphatidylcholine (3-OMe-CA-LPC) was isolated in high 48% yield, while 3-methoxycinnamoylated phosphatidylcholine (3-OMe-CA-PC) was produced in trace amount only in 1.2% yield. Obtained results indicate that presented biotechnological method of synthesis of 3-methoxycinnamoylated lysophosphatidylcholine is competitive to the previously reported chemical one.
研究了用3-甲氧基肉桂酸（3-OMe-CA）对蛋黄磷脂酰胆碱（PC）进行酶促酸解以制备具有生物活性的3-甲氧基肉桂酰化磷脂。筛选了四种市售脂肪酶将3-OMe-CA掺入PC中的能力。结果表明，诺维信435是此过程中最有效的生物催化剂，而在有机溶剂考察中，发现庚烷是合适的反应介质。使用实验析因设计方法设计了包括底物摩尔比、酶负载量和反应时间在内的其他反应参数。根据三级三因素Box-Behnken模型表明，所有研究参数都是使结构化磷脂合成最大化的关键变量。通过响应面法（RSM）得出的最佳条件为：脂肪酶占底物总重量的30%，PC/3-OMe-CA的摩尔比为1:15，反应时间为4天。在优化参数下进行的放大酸解过程得到了两种产物。主要产物3-甲氧基肉桂酰化溶血磷脂酰胆碱（3-OMe-CA-LPC）的分离产率高达48%，而3-甲氧基肉桂酰化磷脂酰胆碱（3-OMe-CA-PC）仅以微量产生，产率为1.2%。所得结果表明，所提出的3-甲氧基肉桂酰化溶血磷脂酰胆碱的生物技术合成方法与先前报道的化学合成方法相比具有竞争力。
