Synthesis of hesperetin 7-O-glucoside from flavonoids extracted from Citrus waste using both free and immobilized α-L-rhamnosidases
Synthesis of hesperetin 7-O-glucoside from flavonoids extracted from Citrus waste using both free and immobilized α-L-rhamnosidases
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DOI：
10.1016/j.bcab.2015.06.005
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发表时间：
2015-07-01
影响因子：
4
通讯作者：
Daz, Mirta
中科院分区：
文献类型：
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作者：
Celiz, Gustavo;Rodriguez, Juan;Daz, Mirta
本工作旨在设计一种半合成橙皮素7-O-葡萄糖苷(HG)的替代方法，该天然产物是一种低出现率的天然产物，可用于大规模提取角橘中的橙皮苷(HES)和新橙皮苷(NEO)。为了实现这一目标，用合成底物和天然底物对三种ot-t-鼠李糖苷酶的活性进行了表征。我们的结果表明，NEO是合成HG的良好底物，这主要是因为它在水中的溶解性。对于所评价的生物催化剂，所有的鼠李糖苷酶都表现出良好的近氧水解性能。特别是，土曲霉的鼠李糖苷酶被共价固定在叠氮-涤纶磁化载体上，用NaNO2活化载体。固定化鼠李糖苷酶对热变性和洗涤均表现出较高的稳定性。在此基础上，提出了两种从ne0中获得HG的方法，第一种方法是使用可溶的商业酶，第二种方法是使用固定化生物催化剂。使用后一种方法。在小试条件下得到了几乎纯净的汞，总收率为93%。(C)2015爱思唯尔有限公司。保留所有权利
This work was aimed to design alternatives to semi synthesize hesperetin 7-O-glucoside (HG), a low occurrence natural product, horn the tlavonoids hesperidin (HES) and neohesperidin (NEO) that can be extracted at large scale horn Citrus. To fulfill this objective, the activities of three ot-t-rhamnosidases were characterized using both synthetic and natural substrates. Our results indicate that NEO is a good substrate for HG synthesis, mainly because of its solubility in water. Regarding the biocatalysts assessed, all the rhamnosidases exhibited good performances for NEO hydrolysis. Particularly, rhamnosidase from Aspewillus terreus was covalently immobilized onto azide-Dacron magnetized support, activating the support with NaNO2. Immobilized rhamnosidase presented high stability against both thermal denaturation and washing. Based on the results obtained, two methods to obtain HG from NE0 are proposed, the first one involving a soluble commercial enzyme, and the second one using the immobilized biocatalyst. Using the latter approach. HG was obtained almost pure at lab-scale, with an overall yield of 93%. (C) 2015 Elsevier Ltd. All rights reserved