Beijing Bioprocess Key Laboratory and State Key Laboratory of Chemical Resource Engineering, College of Life Science and Technology, Beijing University of Chemical Technology, Beijing, 100029, People's Republic of China.
Amoy-BUCT Industrial Bio-technovation Institute, Beijing University of Chemical Technology, Amoy, 361022, China.
Appl Biochem Biotechnol. 2020 Mar;190(3):867-879. doi: 10.1007/s12010-019-03136-5. Epub 2019 Sep 11.
2-monoglyceride (2-MAG) was essential to produce high purity of 1, 3-Oleoyl-2-palmitoylglycerol (OPO), an important infant formula additive. Traditional synthesis of 2-MAG requires chemical solvent to solve the high melting point substrate, yielding the risk of solvent residue in OPO. This paper developed a solvent-free synthesis route of 2-MAG by alcoholysis of high melting point tripalmitin (PPP). Ethyl palmitate (EP), one of the reaction byproducts, was added in the beginning of alcoholysis process to promote the solubleness of high melting point PPP, avoiding the addition of toxic chemical solvent. The product of alcoholysis was separated by two-step molecular distillations. Separated DAG was used to produce 2-MAG and the final conversion of 2-MAG reached about 85.90%, with the purity of 92.36%. 2-MAG was trans-esterified to OPO with ethyl oleate, and the yield of OPO was up to 85.06% with 80.17% palmitic acid located on sn-2 position. The solvent-free synthesis route avoids the usage of hazardous chemical solvents, providing safer infant formula additive.
2-单甘油酯（2-MAG）是生产高纯度 1,3-油酰基-2-棕榈酸甘油酯（OPO）的必要物质，OPO 是一种重要的婴儿配方食品添加剂。传统的 2-MAG 合成需要使用化学溶剂来解决高熔点底物的问题，这会导致 OPO 中存在溶剂残留的风险。本文开发了一种无溶剂的 2-MAG 合成路线，通过高熔点三棕榈酸甘油酯（PPP）的醇解反应来实现。在醇解过程开始时加入乙酯作为反应的副产物之一，以促进高熔点 PPP 的溶解度，避免使用有毒的化学溶剂。醇解产物通过两步分子蒸馏进行分离。分离出的 DAG 可用于生产 2-MAG，最终 2-MAG 的转化率约为 85.90%，纯度为 92.36%。2-MAG 与油酸乙酯进行转酯化反应生成 OPO，OPO 的产率高达 85.06%，其中 80.17%的棕榈酸位于 sn-2 位。无溶剂合成路线避免了使用危险的化学溶剂，为婴儿配方食品提供了更安全的添加剂。
