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Efficient enzymatic modification of epigallocatechin gallate in ionic liquids
Green Chemistry Letters and Reviews ( IF 5.8 ) Pub Date : 2021-05-15 , DOI: 10.1080/17518253.2021.1926549
Song Zhu 1 , Na Meng 1 , Yue Li 1, 2 , Shang-Wei Chen 1
Affiliation  

ABSTRACT

Epigallocatechin gallate (EGCG), the main polyphenolic substance in tea, exhibits well-known biological benefits. In order to improve fat solubility and bioavailability, a novel path for the lipase enzymatic transesterification synthesis of acylated EGCG derivatives in an ionic liquid solvent was established. The optimal reaction parameters were determined and a maximum conversion of the transesterification reaction was achieved at 98.65%. [Bmim][BF4] was the best reaction medium and the immobilized lipase Novozym 435 was the best catalyst. The enzyme was added to a final concentration of 2% (w/w, EGCG), and the reaction was performed at an optimum temperature of 70°C stirring for 10 h at 250 rpm. The most suitable acyl donor, vinyl acetate, and EGCG were mixed at a molar ratio of 90:1 for the reaction. The structure of the purified acetylated EGCG was determined to be 5″-O-acetyl-EGCG and 3″, 5″-2-O-acetyl-EGCG by mass spectrometry, NMR, and infrared analyses.



中文翻译:

表没食子儿茶素没食子酸酯在离子液体中的高效酶促修饰

摘要

茶中的主要多酚物质表没食子儿茶素没食子酸酯(EGCG)具有众所周知的生物学益处。为了提高脂肪的溶解度和生物利用度,建立了在离子液体溶剂中脂化酶EGCG衍生物的脂肪酶酶促酯交换合成的新途径。确定了最佳反应参数,酯交换反应的最大转化率达到98.65%。[Bmim] [BF 4]是最好的反应介质,固定化的脂肪酶Novozym 435是最好的催化剂。加入酶至终浓度为2%(w / w,EGCG),并且反应在70℃的最佳温度下以250rpm搅拌10h进行。将最合适的酰基供体,乙酸乙烯酯和EGCG以90:1的摩尔比混合进行反应。通过质谱,NMR和红外分析确定纯化的乙酰化EGCG的结构为5″ -O-乙酰基-EGCG和3″,5″ -2 - O-乙酰基-EGCG。

更新日期:2021-05-15
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