应用化学

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十六烷基三甲基溴化铵/聚乙二醇辛基苯基醚微乳液凝胶固定化脂肪酶催化水解消旋布洛芬辛酯

李斌,王晶,裘立群,宋少芳*   

  1. (山东农业大学化学与材料科学学院 泰安 271018)
  • 收稿日期:2013-11-06 修回日期:2013-12-23 出版日期:2014-09-03 发布日期:2014-09-03
  • 通讯作者: 宋少芳,副教授; Tel:0538-8246133; Fax:0538-8242251; E-mail:ssf@sdau.edu.cn; 研究方向:胶束酶学与色谱分离
  • 基金资助:
    国家自然科学基金(20803044)和山东省自然科学基金(ZR2009DM032)资助项目

Hydrolysis of Racemic Ibuprofen n-Octyl Ester Catalyzed by Lipase in Cetyl Trimethyl Ammonium Bromide/p-Octyl Polyethylene Glycol Phenyl Ether Microemulsion-based Gel

LI Bin, WANG Jing, QIU Liqun, SONG Shaofang*   

  1. (College of Chemistry and Material Science,Shandong Agricultural University,Taian 271018,China)
  • Received:2013-11-06 Revised:2013-12-23 Published:2014-09-03 Online:2014-09-03
  • Contact: SONG Shaofang

摘要: 初步考察了水溶液中影响十六烷基三甲基溴化铵(CTAB)/聚乙二醇辛基苯基醚(TX-100)微乳液凝胶(MBG)固定化脂肪酶催化水解消旋布洛芬辛酯的主要因素。 结果表明,CTAB/TX-100 MBG固定化脂肪酶在水溶液中能顺利催化水解S-构型布洛芬辛酯生成S-构型布洛芬。 随TX-100在EM(正丁醇与TX-100的混合物)中含量的增加,反应转化率(X)逐渐增大,而产物中S-构型布洛芬的对映体过量值(eei)有少许的降低;随凝胶含水量的增加,X及eei均呈钟罩形变化,二者最大值时对应的凝胶水含量为27.3%,且磷酸缓冲溶液对二者的影响要比溶解明胶的水大;X在反应初期(16 h内)增加明显,随反应时间的继续延长增加缓慢,24 h后趋于平衡,而eei随反应时间的延长呈逐渐降低的趋势;随固定化脂肪酶重复使用次数的增多,X在前3次中降幅不大,后几次中降幅逐渐增大,eei则呈逐渐稍微降低的趋势,重复使用10次后,二者分别降低了36.55%和0.52%。

关键词: 微乳液凝胶, 固定化脂肪酶, 反应转化率, 对映体过量值

Abstract: A preliminary study was performed on the main influence factors of the hydrolysis of racemic ibuprofen n-octyl ester catalyzed by lipase immobilized in cetyl trimethyl ammonium bromide(CTAB)/p-octyl polyethylene glycol phenyl ether(TX-100) microemulsion-based gel(MBG). The lipase immobilized in CTAB/TX-100 MBG could smoothly catalyze the hydrolysis of S-ibuprofen n-octyl ester to S-ibuprofen in aqueous solution. As the content of TX-100 in EM(the mixture of n-butanol and TX-100) increased gradually, the reaction conversion(X) always increased correspondingly, but the enantiomeric excess of produced S-buprofen(eei) decreased slightly. The curve of X vs eei all showed bell shape with the content of water in MBG increasing and the optimum water content of MBG was 27.3%. The influence of phosphate buffer on X and eei was generally greater than that of water dissolving gelatin. X increased significantly in the early reaction stage(before 16 h) and then increased slowly till 24 h and didn't change any more even though the reaction was prolonged, but the eei decreased slightly in whoe reaction process. No significant change on X was observed in the first 3 recycle of immobilized lipase, but X decreased obviously in the following recycles. The eei also decreased as the recycle times increased. After 10 reusage, X and the eei decreased by 36.55% and 0.52%, respectively.

Key words: microemulsion-based gel, immobilized lipase, reaction conversion, enantiomeric excess

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