Optimization of Chemo‐Enzymatic Epoxidation of Cyclohexene Mediated by Lipases
Optimization of Chemo‐Enzymatic Epoxidation of Cyclohexene Mediated by Lipases
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DOI：
10.1081/scc-200066705
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发表时间：
2005-08
影响因子：
2.1
通讯作者：
M. Moreira;T. B. Bitencourt;M. G. Nascimento
中科院分区：
文献类型：
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作者：
M. Moreira;T. B. Bitencourt;M. G. Nascimento
摘要本工作描述了脂肪酶介导的环己烯环氧化反应。利用脂肪酶直接将辛酸和过氧化氢转化为过氧辛酸，并应用于原位合成环氧环己烷。研究了不同来源的脂肪酶、有机溶剂、温度和酰基供体浓度对反应的影响。使用甲苯或二甲苯/水的两相系统，以ROL（Amano F-Ap 15游离的稻根霉脂肪酶）（84%和80%）或CALB（Novozymes 435®固定化的B型假丝酵母脂肪酶）（> 9%和84%）作为生物催化剂，实现了环氧化环己烯的最高转化率。使用PSL（Amano无PS假单胞菌属），转化率在12- 53%的范围内，但通过使用离子液体1-丁基-3-甲基咪唑四氟硼酸盐（在水/二氯甲烷中20 - 41%）获得了改善。
Abstract This work describes the lipase‐mediated epoxidation of cyclohexene. Lipases were used to generate peroxyoctanoic acid directly from octanoic acid and hydrogen peroxide and applied in situ to obtain cyclohexene oxide. Various parameters, which could affect this reaction, were studied such as lipases from different sources, organic solvents, temperature and acyl donor concentrations. Highest conversions to cyclohexene epoxide were achieved using a two‐phase system of toluene or xylene/water with ROL (Amano F‐Ap15 free Rhizopus orizae lipase) (84 and 80%) or CALB (Novozymes 435®‐immobilized Candida antarctica lipase type B) (>9 and 84%) as biocatalysts. Using PSL (Amano PS‐free Pseudomonas sp) the conversions were in the range of 12–53%, but an improvement was obtained by the use of the ionic liquid 1‐butyl‐3‐methylimidazolium tetrafluoroborate (20 to 41% in water/methyl dichloride).