有机相中酶促对映体选择性酯化反应制备S-布洛芬
文献类型:学位论文
作者 | 谢渝春 |
学位类别 | 博士 |
答辩日期 | 1998-06-01 |
授予单位 | 中国科学院研究生院 |
导师 | 陈家镛 ; 刘会洲 |
中文摘要 | 建立了分析布洛芬对映体选择性酯化转化率和对映体过量的手性高效液相色谱方法。考察了在不同有机溶剂中体系水量对皱落假丝酵母脂肪酶催化消旋布洛芬与正丁醇酯化反应的活力和对映体选择性的影响。考察了在有机溶剂中加入分子筛、硅藻土等分散剂后水量的影响。研究了酶促对映体选择性酯化反应的动力学。实验确定了两对映体的动力学参数和酶的时间稳定曲线,分析了平衡和水量的影响,获得了能够预测各对映体转化率时间进程的动力学模型。未反应R布洛芬在碱性条件下和适当的有机溶剂中可消旋为消旋布洛芬后再拆分,S布洛芬丁酯可在酸性条件下和适当的有机溶剂体系中水解成目标产物S布洛芬。 |
索取号 | S-布洛芬 ; 脂肪酶 ; 有机溶剂 ; 拆分动力学 ; 消旋 |
英文摘要 | The analysis of racemate conversion and optical purity of unreacted substrate for enantioselective esterification of racemic ibuprofen is established using a chiral HPLC column. The effect of water content on enzyme activity and enantioselectivity in different organic solvents for Candida rugosa lipase catalyzed esterification of racemic ibuprofen with n-butanol is studied. To solve the contradiction of enzyme activation and aggregation caused by added water, some solid material such as celite and molecular sieve was used as enzyme dispersant. The kinetics of lipase catalyzed esterification of racemic ibuprofen with butanol was studied. The kinetic parameters for two ibuprofen enantiomers were estimated. By taking the effect of equilibrium, water content, and enzyme inactivation into consideration, a kinetic model which can predict the time courses of the conversions of the two enantiomers is obtained. The chemical treatment of products is studied. The unreacted R-enriched ibuprofen was racemized for reuse in enzymatic resolution. The S-ester formed was hydrolyzed into S-ibuprofen without any loss of optical purity. |
语种 | 中文 |
公开日期 | 2014-06-25 |
页码 | 122 |
源URL | [http://ir.ipe.ac.cn/handle/122111/8331] |
专题 | 过程工程研究所_研究所(批量导入) |
推荐引用方式 GB/T 7714 | 谢渝春. 有机相中酶促对映体选择性酯化反应制备S-布洛芬[D]. 中国科学院研究生院. 1998. |
入库方式: OAI收割
来源:过程工程研究所
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