酶促不对称合成酮洛芬糖酯对映体的分离  

Enantioseparation of ketoprofen esters of enzyme promoting asymmetry synthesis.

作　　者：何红梅[1,2] 吴清洲[1] 徐秀珠[1] 

机构地区：[1]浙江大学化学系,浙江杭州310027 [2]浙江省农业科学院农产品质量标准研究所,浙江杭州310021

出　　处：《浙江大学学报（理学版）》2009年第1期69-73,共5页Journal of Zhejiang University（Science Edition）

摘　　要：建立一种高效液相色谱手性固定相法分离酮洛芬糖酯对映体方法,为评价酶促不对称合成效果提供了有力的依据.在聚酰胺手性柱上,正相体系下对酶促不对称合成的酮洛芬单糖酯(葡萄糖酯和甘露糖酯)、酮洛芬二糖酯(麦芽糖酯)和外消旋的酮洛芬乙烯酯进行对映体分离研究.考察了溶质结构对其手性识别的影响;并通过改变流动相中醇类添加剂的种类和浓度对溶质在手性固定相上的分离机理进行了初步探讨.结果表明:酮洛芬葡萄糖酯、甘露糖酯和麦芽糖酯获得了基线分离,最大分离度分别为:1.83、2.94、2.04;溶质与固定相之间的氢键作用是溶质被保留和手性识别的关键.所建立的方法准确可靠.A HPLC method for enantioseparation of ketoprofen esters, namely glucose ester, mannose ester, maltose ester of enzyme promoting asymmetry synthesis and racemie ketoprofen vinyl ester was developed. Enatioseparation of four kinds of ketoprofen esters was investigated on ChiraSpher chiral stationary phase （CSP） and normal mobile phase of the mixture of n-- hexane and alcoholic additives. The influence of the chemical structure of solutes on ehiral separation was studied extensively and the mechanism of chiral recognition was discussed by altering the composition of mobile phase. The results showed that a baseline separation was obtained three ketoprofen esters namely ketoprofen glucose ester, mannose ester and maltose ester. Their best resolution were 1.83, 2.94 and 2.04, respectively. In the asymmetric cavities of ChiraSpher （CSP） the hydrogen bond interaction between solutes and CSP was the key to enantioseparation and retention of solutes. The method is accurate.

关 键 词：手性固定相 对映体分离 高效液相色谱 酮洛芬酯 

分 类 号：O658[理学—分析化学]