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秦皮甲素酰化反应中脂肪酶诱导剂对全细胞催化行为的影响及其产物结构鉴定
Effect of Lipase Induction on Whole-cell Biocatalyst Behavior during Esculin Acylation and Structural Identification of Products

作  者: ; ; (赖学能);

机构地区: 华南理工大学轻工与食品学院

出  处: 《现代食品科技》 2015年第7期37-43,共7页

摘  要: 本文探讨了一种合成黄酮酯的新方法。利用不同的诱导培养基,培养6株不同来源的脂肪酶高产菌株,并制备成全细胞催化剂,在以吡啶为反应溶剂体系中催化秦皮甲素与丙酸乙烯酯反应丙。研究表明,只有2株具催化秦皮甲素丙酰化活性的菌株,铜绿假单胞菌Pseudomonas aeruginosa GIM 1.46和施氏假单胞菌Pseudomonas stutzeri GIM 1.273,其中施氏假单胞菌显示出更高的催化活性。在基础培养基中分别添加大豆油、Tween 80、葡萄糖,首次探究了不同脂肪酶产酶诱导剂对所获得的全细胞诱导合成的影响。含大豆油的培养基制备的施氏假单胞菌全细胞催化剂活性最高,其催化秦皮甲素丙酰反应48 h,转化率为47.9%。反应产物分离纯化后进行了结构鉴定。质谱、13C NMR结果表明,全细胞可催化秦皮甲素-6’羟基发生酰化反应,所得产物酯为秦皮甲素-6’-O-丙酯,区域选择性达99%。 A novel method to synthesize flavonoid ester was explored. Different induction media were used to culture six strains for high-yield lipase production. The whole-cell catalyst was prepared and used to catalyze the reaction of esculin and vinyl propionate with pyridine as the reaction solvent. The results indicated that two strains, Pseudomonas aeruginosa GIM 1.46 and P. stutzeri GIM 1.273, showed the ability to catalyze the propionylation of esculin, with P. stutzeri GIM 1.273 showing the highest catalytic activity. The effect of different lipase inducers on biomass and catalytic activity of the whole cells was investigated by adding soy oil, Tween 80, or glucose into the screening culture. The results showed that P. stutzeri GIM 1.273 cultivated in a medium containing soy oil exhibited the highest activity, where conversion rates for esculin propionylation reached 47.9% after 48 h. The products were purified and structurally identified using mass spectrometry(MS) and 13C-nuclear magnetic resonance(13CNMR) spectroscopy, which showed that the whole cells catalyzed the acylation of 6'-OH in esculin, the resulting product was esculin-6'-O-propionate, where the regioselectivity reached 99%.

关 键 词: 黄酮酯 全细胞催化 施氏假单胞菌 秦皮甲素 诱导剂

领  域: [轻工技术与工程] [轻工技术与工程]

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