水相和有机介质中固体负载岩白菜素的两步酶促修饰
Two-Step Enzymatic Modification of Solid-Supported Bergenin in Aqueous and Organic Media.
作者信息
Akbar Umar, Shin Dong-Sik, Schneider Elizabeth, Dordick Jonathan S, Clark Douglas S
机构信息
Department of Chemical Engineering, University of California, Berkeley, Berkeley, California 94720.
出版信息
Tetrahedron Lett. 2010 Feb 24;51(8):1220. doi: 10.1016/j.tetlet.2009.12.119.
Abstract
The natural flavonoid bergenin was directly immobilized onto carboxylic acid functionalized controlled pore glass (carboxy-CPG) at 95% yield. Immobilized bergenin was brominated via chloroperoxidase in aqueous solution and then transesterified with vinyl butyrate in diisopropyl ether by subtilisin carslberg (SC) extracted into the organic solvent via ion pairing. Enzymatic cleavage of 7-bromo-4-butyrylbergenin from carboxy-CPG (9.6% final yield) was accomplished using lipase B (LipB) in an aqueous/organic mixture (90/10 v/v of water/acetonitrile), demonstrating the feasibility of solid phase biocatalysis of a natural product in aqueous and non-aqueous media.
摘要
天然黄酮类化合物岩白菜素以95%的产率直接固定在羧酸功能化的可控孔径玻璃（羧基-CPG）上。固定化的岩白菜素在水溶液中通过氯过氧化物酶进行溴化，然后在二异丙醚中与丁酸乙烯酯通过卡尔伯格枯草杆菌蛋白酶（SC）进行酯交换，SC通过离子对萃取到有机溶剂中。使用脂肪酶B（LipB）在水/有机混合物（水/乙腈体积比为90/10）中从羧基-CPG上酶促裂解7-溴-4-丁酰基岩白菜素（最终产率为9.6%），证明了在水性和非水性介质中对天然产物进行固相生物催化的可行性。
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