The enantioselective esterification of racemic 1-trimethylsilylethanol with acids catalyzed by lipase in organic solvent was successfully performed. The influence of some factors on the reaction was investigated. Amon...The enantioselective esterification of racemic 1-trimethylsilylethanol with acids catalyzed by lipase in organic solvent was successfully performed. The influence of some factors on the reaction was investigated. Among the four lipases explored, Candida rugosa lipase (CRL) showed the highest activity and enantioselectivity. Octanoic acid was the best acyl donor among the eleven acids studied and n-hexane was the most suitable medium for the reaction. The optimum shaking rate and temperature were found to be 150r·min-1 and 20℃ to 30℃, respectively. The enantiomeric excess of the remaining (5)-(-)-1-trimethylsilylethanol was 93% when substrate conversion was 53% upon incubation of the reaction mixture at 30℃, 150r·min-1 for 12 h.展开更多
CTAB/TX-100 microemtdsion-based gel（MBG）, which could be soaked in aqueous solution for a long time without mechanical strength and shape changes, was successfully prepared. Lipase immobilized in this gel had a high...CTAB/TX-100 microemtdsion-based gel（MBG）, which could be soaked in aqueous solution for a long time without mechanical strength and shape changes, was successfully prepared. Lipase immobilized in this gel had a higher activity than that in CTAB MBG when catalyzed the esterification reaction between n-hexanoic acid and n-octanol and its enantioselectivity was slightly higher when catalyzed the stereoselective esterification reaction between racemic ibuprofen and n-octanol. In aqueous solution, lipase in CTAB/TX-100 MBG could catalyze smoothly the hydrolysis reaction of olive oil and could be reused many times without the evident change of MBG mechanical strength although its activity decreased 41.8% after nine-time recycles.展开更多
利用CRL脂肪酶选择性催化外消旋萘普生甲酯与玉米淀粉进行转酯化反应合成光学纯S-萘普生淀粉酯,同时达到拆分外消旋萘普生的目的.考察了有机溶剂、脂肪酶用量、底物浓度比、反应温度对酯化协同拆分反应的影响,结果表明在异辛烷中脂肪酶...利用CRL脂肪酶选择性催化外消旋萘普生甲酯与玉米淀粉进行转酯化反应合成光学纯S-萘普生淀粉酯,同时达到拆分外消旋萘普生的目的.考察了有机溶剂、脂肪酶用量、底物浓度比、反应温度对酯化协同拆分反应的影响,结果表明在异辛烷中脂肪酶CRL可以催化S-萘普生甲酯与淀粉发生转酯化反应同时完成外消旋萘普生的拆分,并且在脂肪酶用量为10%、底物浓度比为1∶3、异辛烷用量为15 m L、反应温度为60℃的条件下反应6d,外消旋萘普生甲酯的转化率为42.5%,产物对映体过量值eep高达99.1%.展开更多
基金Supported by the National Natural Science Foundation of China (No. 20076019) the Natural Science Foundation of Guangdong Province (No. 000444).
文摘The enantioselective esterification of racemic 1-trimethylsilylethanol with acids catalyzed by lipase in organic solvent was successfully performed. The influence of some factors on the reaction was investigated. Among the four lipases explored, Candida rugosa lipase (CRL) showed the highest activity and enantioselectivity. Octanoic acid was the best acyl donor among the eleven acids studied and n-hexane was the most suitable medium for the reaction. The optimum shaking rate and temperature were found to be 150r·min-1 and 20℃ to 30℃, respectively. The enantiomeric excess of the remaining (5)-(-)-1-trimethylsilylethanol was 93% when substrate conversion was 53% upon incubation of the reaction mixture at 30℃, 150r·min-1 for 12 h.
基金Supported by the National Natural Science Foundation of China(No. 20803044)the Foundation of Key Laboratory of Colloid and Interface Chemistry of Ministry of Education,Shandong University,China(No.200714)
文摘CTAB/TX-100 microemtdsion-based gel（MBG）, which could be soaked in aqueous solution for a long time without mechanical strength and shape changes, was successfully prepared. Lipase immobilized in this gel had a higher activity than that in CTAB MBG when catalyzed the esterification reaction between n-hexanoic acid and n-octanol and its enantioselectivity was slightly higher when catalyzed the stereoselective esterification reaction between racemic ibuprofen and n-octanol. In aqueous solution, lipase in CTAB/TX-100 MBG could catalyze smoothly the hydrolysis reaction of olive oil and could be reused many times without the evident change of MBG mechanical strength although its activity decreased 41.8% after nine-time recycles.
文摘利用CRL脂肪酶选择性催化外消旋萘普生甲酯与玉米淀粉进行转酯化反应合成光学纯S-萘普生淀粉酯,同时达到拆分外消旋萘普生的目的.考察了有机溶剂、脂肪酶用量、底物浓度比、反应温度对酯化协同拆分反应的影响,结果表明在异辛烷中脂肪酶CRL可以催化S-萘普生甲酯与淀粉发生转酯化反应同时完成外消旋萘普生的拆分,并且在脂肪酶用量为10%、底物浓度比为1∶3、异辛烷用量为15 m L、反应温度为60℃的条件下反应6d,外消旋萘普生甲酯的转化率为42.5%,产物对映体过量值eep高达99.1%.
