引用本文:
薛屏, 严祥辉. CS-MCM-48复合载体固定化脂肪酶催化苯乙酮一锅法还原转酯化拆分反应[J]. 应用化学,
2007, 24(3): 245-250.
Citation: XUE Ping, YAN Xiang-Hui. One-pot Reduction and Transesterification Resolution of Acetophenone Catalyzed by Lipase Immobilized on MCM-48 Coated Chitosan[J]. Chinese Journal of Applied Chemistry, 2007, 24(3): 245-250.
Citation: XUE Ping, YAN Xiang-Hui. One-pot Reduction and Transesterification Resolution of Acetophenone Catalyzed by Lipase Immobilized on MCM-48 Coated Chitosan[J]. Chinese Journal of Applied Chemistry, 2007, 24(3): 245-250.
CS-MCM-48复合载体固定化脂肪酶催化苯乙酮一锅法还原转酯化拆分反应
摘要:
将天然聚合物壳聚糖(CS)涂覆在介孔分子筛MCM-48表面制得CS-MCM-48复合载体,控制CS与介孔分子筛MCM-48质量比为1:10时,CS-MCM-48的比表面积、平均孔径和孔容分别为408m2/g、2.14nm和0.38cm3/g。在磷酸盐缓冲溶液-异辛烷混合溶剂中制备了固定化假单胞菌脂肪酶(Pseudomonas Cepacia Lipase,PSL)PSL/CS-MCM-48,并用于潜手性苯乙酮一锅法还原转酯化手性拆分反应。结果表明,PSL/CS-MCM-48的催化活性和对映选择性均明显优于纯介孔分子筛MCM-48和壳聚糖制备的固定化酶PSL/MCM-48和PSL/CS。甲苯作溶剂,反应温度为40℃时,底物1-苯乙醇转化率达15.3%,产物(R)-乙酸苯乙酯和(S)-1-苯乙醇的对映体过量值分别为99%和18.0%,对映选择性参数E值达237,固定化酶PSL/CS-MCM-48显示出良好的手性拆分性能。
English
One-pot Reduction and Transesterification Resolution of Acetophenone Catalyzed by Lipase Immobilized on MCM-48 Coated Chitosan
Abstract:
A new compound material CS-MCM-48 was prepared by coating chitosan(CS) on mesoporous molecular sieve MCM-48. When the mass ratio of CS to MCM-48 was adjusted to 1:10, the specific surface area, average pore diameter and pore volume of CS-MCM-48(1:10) reached 408 m2/g, 2.14 nm and 0.38 cm3/g, respectively. The lipase(Pseudomonas Cepacia Lipase, PSL) was immobilized on the CS-MCM-48 in a mixed solvent of phosphate buffer solution and isooctane and used for one-pot reduction and transesterification synthesis of pure enantiomers from prochiral acetophenone. The results indicate that PSL immobilized on CS-MCM-48 possessed much higher catalytic transesterification activity and enantioselectivity than on single MCM-48 or CS. The enantiomeric excess of products (S)-1-phenylethanol and (R)-1-phenylethyl acetate reached respectively 18.0% and 99% with a 1-phenylethanol conversion of 15.3% and an enantioselectivity E value of 237 in toluene at 40℃, which showed the immobilized lipase PSL/CS-MCM-48 exhibited conside-rable chiral resolution properties.
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Key words:
- CS-MCM-48 compound support
- / immobilized lipase
- / one-pot
- / acetophenone resolution
- / enantioselectivity
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