Department of Chemistry, Faculty of Science and Engineering, University of Nusa Cendana.
Department of Animal Diseases and Veterinary Public Health, Faculty of Veterinary Medicine, University of Nusa Cendana University.
J Oleo Sci. 2022;71(7):1013-1020. doi: 10.5650/jos.ess21312.
This study aimed to synthesize α-Glycerol Monolaurate from protected glycerol (glycerol 1,2-acetonide) using Lipozym TL IM as a catalyst. In the first step, transesterification of methyl laurate and glycerol 1,2-acetonide with Lipozyme TL IM produced 1,2-acetonide-3-lauryl glycerol. In the second step, deprotection of 1,2-acetonide-3-lauryl glycerol with Amberlyst-15 produced α-Glycerol Monolaurate. Furthermore, the optimum yield (82.1%) of 1,2-acetonide-3-lauryl glycerol (light yellow liquid, purity of 92%) was achieved at a reactant mole ratio of 1, n-hexane (4 mL) with a reaction time of 12 hours, and total Lipozyme TL IM of 5% (w/w of the total weight of reactants) at a temperature of 35°C. Deprotection of 1,2-acetonide-3-lauryl glycerol with Amberlyst-15 was conducted at room temperature for 24 hours. At a melting point of 62.8°C, and purity of 100% α-Glycerol Monolaurate in the form of a white solid was obtained with a yield of 74.6% after the recrystallization of the crude product. This α-glycerol monolaurate synthesis reaction pathway can be referred to as a green α-monoacylglyceride synthesis method.
本研究旨在使用 Lipozym TL IM 作为催化剂,从保护甘油(甘油 1,2-缩酮)合成 α-甘油单月桂酸酯。在第一步中,脂肪酶 TL IM 使月桂酸甲酯和甘油 1,2-缩酮进行转酯化反应,生成 1,2-缩酮-3-月桂基甘油。在第二步中,用 Amberlyst-15 脱保护 1,2-缩酮-3-月桂基甘油,生成 α-甘油单月桂酸酯。此外,在反应物摩尔比为 1、n-己烷(4 mL)、反应时间为 12 小时、温度为 35°C 的条件下,使用总 Lipozym TL IM 为 5%(反应物总重量的 w/w),可获得 1,2-缩酮-3-月桂基甘油的最佳收率(82.1%),产物为浅黄色液体,纯度为 92%。用 Amberlyst-15 脱保护 1,2-缩酮-3-月桂基甘油在室温下进行 24 小时。粗产物经重结晶后,得到熔点为 62.8°C、纯度为 100%的白色固体 α-甘油单月桂酸酯,收率为 74.6%。这种α-甘油单月桂酸酯的合成反应途径可以作为一种绿色的α-单酰基甘油合成方法。