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首页> 外文期刊>Cogent Food & Agriculture >Synthesis of sn-2 docosahexaenoyl monoacylglycerol by mild enzymatic transesterification of docosahexaenoic acid ethyl ester and glycerol in a solvent-free system
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Synthesis of sn-2 docosahexaenoyl monoacylglycerol by mild enzymatic transesterification of docosahexaenoic acid ethyl ester and glycerol in a solvent-free system

机译：无溶剂体系中二十二碳六烯酸乙酯和甘油的轻度酶促酯交换反应合成Sn-2二十二碳六烯基单酰基甘油

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摘要

The enzymatic transesterification of docosahexaenoic acid (DHA) ethyl ester with glycerol was performed with several lipases in a solvent-free system and it involves the initial formation of sn-2 docosahexaenyl monoacylglyceride. This DHA derivative is highly relevant for improving the bioavailability of DHA and it has received increasing interest in the field of nutrition. Three commercial lipases, from Rhizomucor miehei (RML), Alcaligenes sp (QL), and Candida antarctica -fraction B (CALB) were tested. In certain cases (CALB), using an excess of DHA ethyl ester and high temperatures the transesterification reaction continues to the formation of triacylglycerides, but in other cases, sn-2 monoacylglyceride (2-MG) is the unique synthetic product even in the presence of high concentrations of DHA ethyl ester. At low temperatures (e.g. 37°C), RML derivatives synthesize only 2-MG in 15?min. These very mild conditions are very interesting for the thermal oxidative stability of the omega-3 fatty acid and for the thermal stability of the biocatalyst. Using Normal Phase HPLC-ELSD and accurate markers, the formation of the 2-MG was confirmed.
机译：在无溶剂体系中，几种脂肪酶对二十二碳六烯酸（DHA）乙酯与甘油进行酶促酯交换反应，这涉及sn-2二十二碳六烯基单酰基甘油酯的初始形成。这种DHA衍生物与改善DHA的生物利用度高度相关，并且在营养领域受到越来越多的关注。测试了三种商品脂肪酶，分别来自米氏根瘤菌（Rhizomucor miehei，RML），产碱杆菌（Alcaligenes sp）（QL）和南极洲假丝酵母（Candida antarctica -fraction B，CALB）。在某些情况下（CALB），使用过量的DHA乙酯和高温，酯交换反应会继续形成三酰基甘油酯，但在其他情况下，即使存在，sn-2单酰基甘油酯（2-MG）也是唯一的合成产物高浓度的DHA乙酯在低温下（例如37°C），RML衍生物在15分钟内只能合成2-MG。这些非常温和的条件对于omega-3脂肪酸的热氧化稳定性和生物催化剂的热稳定性非常有趣。使用正相HPLC-ELSD和精确的标记物，确认了2-MG的形成。

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