Inclusion of tributyrin during enzymatic synthesis of cyclodextrins by beta-cyclodextrin glycosyltransferase from Bacillus circulans
Inclusion of tributyrin during enzymatic synthesis of cyclodextrins by beta-cyclodextrin glycosyltransferase from Bacillus circulans
复制标题
通过来自环状芽孢杆菌的 β-环糊精糖基转移酶酶促合成环糊精期间包含三丁酸甘油酯
DOI：
10.1016/j.foodhyd.2019.105336
复制
发表时间：
2020
影响因子：
10.7
通讯作者：
Caiming Li
中科院分区：
文献类型：
--
作者：
Zexi Li;Yan Feng;Zhaofeng Li;Zhengbiao Gu;Shuangdi Chen;Yan Hong;Li Cheng;Caiming Li
三丁酸甘油酯是丁酸的前体，有益于肠道健康。由于其气味难闻且溶解度差，三丁酸甘油酯通常与合适的壁材包合络合后使用。本文创造性地将三丁酸甘油酯添加到环状芽孢杆菌STB01的β-环糊精糖基转移酶催化的环糊精酶法合成中。三丁酸甘油酯在酶促环糊精合成过程中直接形成包合物，使环糊精的收率从25.84%提高到44.01%。通过确定包合物稳定性常数并使用分子建模和 1 H NMR 来研究该过程。三丁酸甘油酯与α-、β-和γ-环糊精的包合物稳定常数分别为25.11、58.56和6.93L/mol。 β-环糊精的稳定性常数最大，收率增加最显着（72.80%）。三丁酸甘油酯-环糊精包合物三维结构的分子模拟表明，络合基团的形态与环糊精空腔的尺寸有关。最后，通过1H NMR通过关键位置质子的化学位移变化验证了超分子结构。这项研究创造了一种新方法和新的包涵体壁材料，而不是单一的纯环糊精来络合客体分子。这些进展很重要，因为它们可能会因显着降低成本而扩大环糊精的应用。
Tributyrin is a precursor of butyric acid, which is beneficial to intestinal health. Due to its unpleasant odor and poor solubility, tributyrin is usually used after inclusion complexation with suitable wall materials. In this paper, tributyrin was creatively added to the enzymatic synthesis of cyclodextrins catalyzed by β-cyclodextrin glycosyltransferase fromBacillus circulansSTB01. The tributyrin formed inclusion complexes directly during enzymatic cyclodextrins synthesis and increased the yield of cyclodextrins from 25.84% to 44.01%. This process was investigated by determining inclusion complex stability constant and by using molecular modeling and1H NMR. The inclusion complexes stability constants of tributyrin with α-, β-, and γ-cyclodextrin were 25.11, 58.56 and 6.93 L/mol, respectively. β-Cyclodextrin had the largest stability constant and the most significant increase in yield (72.80%). Molecular modeling of the three-dimensional structures of the tributyrin-cyclodextrin inclusion complexes indicated that the morphology of the complexed groups was related to the size of the cyclodextrin cavity. Finally, the supramolecular structures were verified with1H NMR through the chemical shift changes of protons at key positions. This study created a new method and a new inclusion wall material, instead of single pure cyclodextrin for complexing guest molecules. These advances are important because they may expand the application of cyclodextrins due to significant cost reduction.