Study on Lipozyme TL IM-catalyzed esterification of oleic acid and glycerol for 1,3-diolein preparation

Study on Lipozyme TL IM-catalyzed esterification of oleic acid and glycerol for 1,3-diolein preparation
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Lipozyme TL IM催化油酸与甘油酯化制备1,3-二油酸酯的研究

DOI:
10.1016/j.molcatb.2016.01.010
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发表时间:
2016-05-01
影响因子:
--
通讯作者:
Liu, Dehua
Liu, Dehua
中科院分区:
其他
文献类型:
--
作者:
Wang, Zitian;Du, Wei;Liu, Dehua

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众所周知,具有高1,3-二酰基甘油含量的油具有抑制内脏脂肪积累和防止体重增加的优点,并且1,3-二酰基甘油的合成引起了相当大的关注。因此,探索多种合成1,3-甘油二酯的方法具有重要意义。本研究探索了脂肪酶Lipozyme TL IM催化油酸和甘油酯化制备1,3-二油酸甘油酯的可能性。系统研究了溶剂、油酸补料策略、在线除水、水活度、温度、油甘摩尔比和酶用量等因素对脂肪酶合成二油酸甘油酯的产率和1,3-位选择性的影响。结果表明,溶剂、水活度、温度、底物摩尔比和酶用量对双油酸甘油酯的产率和酶的位置选择性均有不同程度的影响。随着水活度和溶剂logP的增加,二油酸甘油酯的产率和位置选择性在某一点达到最大值后又有所下降。在多反应过程中,反应倾向于生成log P更接近系统log P的产物。此外,随着水活度接近其最佳水活度,酶的水合程度将更接近其最佳水合程度,活性可能更接近最高酶活性,从而使反应更好地进行。在最佳反应条件下(1.8g Lipozyme TL IM催化剂,9.8g油酸,0.72g甘油,8.4g甲苯,6.4g分子筛脱水),总二油酸甘油酯的收率可达50%左右,其中1,3-二油酸甘油酯的含量可达90%以上。(C)2016爱思唯尔B. V.保留所有权利。
It is well recognized that oils with a high 1,3-diacylglycerol content has the advantage of suppressing the accumulation of visceral fat and preventing the increase of body weight, and the synthesis of 1,3-diacylglycerol has attracted considerable attention. It is important to explore various methods for 1,3-diacylglycerol synthesis. In this work, the potential of using lipase Lipozyme TL IM-mediated esterification of oleic acid with glycerol for 1,3-diolein preparation was explored. The effect of solvent, oleic acid feeding strategy, online water removal, water activity, temperature, molar ratio of oleic acid to glycerol and enzyme dosage on the diolein yield and 1,3-positional selectivity of the lipase was investigated systematically. It was found that solvent, water activity, temperature, substrate molar ratio and enzyme dosage had varied influence on diolein yield as well as the positional selectivity of the enzyme. With the increasing water activity and solvent's log P, diolein yield and the positional selectivity increased to a maximum value at a certain point, then had a decrease. It seems that in the process with multiple reaction involved, reactions trend to generate the products with log P closer to the system log P. In addition, with the water activity being closer to its optimum water activity, the hydration degree of the enzyme would be closer to its optimum hydration degree, and the activity might be closer to the highest enzyme activity, causing the reaction proceeding better. Under the optimum conditions (1.8 g Lipozyme TL IM was used to catalyze the reaction with 9.8 g oleic acid and 0.72 g glycerol in the system with 8.4 g toluene, and 6.4 g molecular sieve to remove water), a total diolein yield of about 50% could be achieved with the content of 1,3-diolein in the total diolein over 90%. (C) 2016 Elsevier B.V. All rights reserved.