School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, China.
Guangdong Kangxin Detection Technology Co., Ltd., Guangzhou, China.
J Sci Food Agric. 2023 Jan 15;103(1):108-117. doi: 10.1002/jsfa.12117. Epub 2022 Jul 25.
Diacylglycerol (DAG)-enriched oil has been attracting attention because of its nutritional benefits and biological functions, although the composition of its various free fatty acids (FFAs) and an unclear relationship between substrate and yield make it difficult to be identified and qualified with respect to its production. In the present study, linoleic acid-enriched diacylglycerol (LA-DAG) was synthesized and enriched from Camellia oil by the esterification process using the combi-lipase Lipozyme TL IM/RM IM system.
The relationship between FFA composition and DAG species productivity was revealed. The results showed that heterogeneous FFA with a major constituent (more than 50%) exhibited higher DAG productivity and inhibited triacylglycerol productivity compared to homogeneous constituents. Joint characterization by high-performance liquid chromatography-evaporative light scattering detection, gas chromatography-mass spectrometry and ultra-performance liquid chromatography-heated electrospray ionization-tandem mass spectrometry identified that DAG components contained dilinoleic acid acyl glyceride, linoleyl-oleyl glyceride and dioleic acid acyl glyceride in esterification products. Under the optimum conditions, 60.4% 1,3-DAG and 61.3% LA-DAG in the crude product at 1 h reaction were obtained, and further purified to 81.7% LA-DAG and 94.7% DAG via silica column chromatography.
The present study provides a guideline for the identification of DAG species, as well as a structure-guided preparation method of DAG-enriched oils via the cost-effective combi-lipase. © 2022 Society of Chemical Industry.
富含二酰基甘油（DAG）的油脂因其营养价值和生物功能而受到关注，但其各种游离脂肪酸（FFA）的组成以及底物与产量之间的关系不明确，使得其生产难以识别和定性。本研究通过酯化过程，利用组合脂肪酶 Lipozyme TL IM/RM IM 系统从茶籽油中合成并富集富含亚油酸的二酰基甘油（LA-DAG）。
揭示了 FFA 组成与 DAG 物种生产力之间的关系。结果表明，与同质成分相比，具有主要成分（超过 50%）的异质 FFA 表现出更高的 DAG 生产力并抑制三酰基甘油生产力。高效液相色谱-蒸发光散射检测、气相色谱-质谱联用和超高效液相色谱-加热电喷雾串联质谱的联合表征鉴定出酯化产物中的 DAG 成分含有亚油酸酰基甘油、亚油酸-油酸甘油酯和二油酸酰基甘油。在最佳条件下，1 h 反应后粗产物中 60.4%的 1,3-DAG 和 61.3%的 LA-DAG，进一步通过硅胶柱色谱法纯化得到 81.7%的 LA-DAG 和 94.7%的 DAG。
本研究为 DAG 物种的鉴定提供了指导，同时也为通过经济高效的组合脂肪酶制备富含 DAG 的油脂提供了一种结构导向的方法。© 2022 化学工业协会。
