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Optical resolution of racemic 2-hydroxy octanoic acid using biphasic enzyme membrane reactor

机译:双相酶膜反应器光学拆分外消旋2-羟基辛酸

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A lipase-immobilized biphasic membrane reactor was applied for the optical resolution of racemic 2-hydroxy octanoic acid. Lipase from Candida rugosa or Pseudomonas cepacia was used as a biocatalyst, and three kinds of capillary membranes were employed as immobilization supports. The (S)-isomer of racemic 2-hydroxy octanoic acid methyl and butyl esters was preferentially hydrolyzed by both lipases. Immobilized P. cepacia lipase showed higher enantio-selectivity in biphasic membrane reactor than the native one did in emulsion stirred tank reactor, while immobilized C. rugosa lipase showed smaller enantio-selectivity than the native one. The use of butyl ester instead of methyl ester led to higher enantio-selectivity in C. rugosa lipase immobilized membrane reactor. In the membrane reactors with P. cepacia lipase immobilized, reaction rate and enantio-selectivity were affected by the types of membranes employed and the amount of enzyme loaded on the membrane. By use of biphasic membrane reactor with P. cepacia lipase immobilized, (R)-isomer and (S)-isomer of 2-hydroxy octanoic acid were obtained at the optical purity of 0.95 and 0.99 respectively.
机译:固定化脂肪酶的双相膜反应器用于光学拆分外消旋2-羟基辛酸。将皱纹假丝酵母或洋葱假单胞菌的脂肪酶用作生物催化剂,并将三种毛细管膜用作固定载体。外消旋的2-羟基辛酸甲酯和丁酯的(S)异构体优先被两种脂肪酶水解。固定化的洋葱败酱脂酶在双相膜反应器中的对映选择性比在乳液搅拌釜反应器中的天然对虾酶高,而固定的皱纹葡糖脂酶的对映选择性比天然的低。在丁酸克鲁维酵母脂肪酶固定膜反应器中使用丁酯代替甲酯导致更高的对映选择性。在固定了洋葱伯克霍尔德氏菌脂肪酶的膜反应器中,反应速率和对映选择性受所用膜的类型和负载在膜上的酶量的影响。通过使用固定有洋葱伯克霍尔德氏菌脂肪酶的双相膜反应器,分别获得光学纯度为0.95和0.99的2-羟基辛酸的(R)-异构体和(S)-异构体。

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