β-环糊精对N-苯甲氧羰基-L-天冬氨酸对映体手性识别的计算机模拟研究  

Study on Chiral Recognition between β-Cyclodextrin and N-(Benzyloxycarbonyl)-L Aspartic Acid Enantiomers Using Computer Simulations

作　　者：余江河[1] 张志强[2] 何华[2,3] 方惠生[1] Chuong Pham-Huy 

机构地区：[1]中国药科大学生命科学与技术学院 [2]中国药科大学分析化学教研室 [3]药物质量与安全预警教育部重点实验室 [4]Laboratory of Organic Chemistry,Faculty of Pharmacy,University of Paris V [5]4 avenue de l'Observatoire,75006 Paris,France

出　　处：《药物生物技术》2008年第6期453-457,共5页Pharmaceutical Biotechnology

摘　　要：应用Dock刚性和Gold柔性对接比较研究了β-环糊精对N-苯甲氧羰基-L-天冬氨酸对映体的手性识别。模拟结果表明:分子柔性在手性识别中的作用不可忽视;Gold对接的模拟结果能很好的和实验结果吻合,复合物的结构特征也与Connors和Lichtenthaler等的观点一致。因此基于Gold对接建立了β-环糊精对N-苯甲氧羰基-L天冬氨酸对映体的手性识别模型;对模型的结合能数据分析发现,氢键作用在分子识别中占据了117%,可见对映体手性识别的主要驱动力是氢键作用。In this paper, two different docking simulations were employed to investigate the chiral recognition of β-Cyclodextrin towards N-（Benzyloxycarbonyl）- L - aspartic acid enantiomers. The results of simulations showed that molecular flexibility was indispensable in explaining the chiral recognition, while the results obtained from Gold docking simulation accorded with experimental data. The structural characteristics of the complex were in agreement with the opinions by Connors and Lichtenhaler. There fore we set up the theoretical model on the chiral recognition based on Gold docking. This is set up in our lab. Analysis resuhs from the model showed that H-bond was the major contributor to molecular recognition,up to 117%. On the basis of this, we inferred that the primary driving force of chiral recognition was hydrogen bond.

关 键 词：Gold刚性 Dock柔性 Β-环糊精 手性识别 模拟 

分 类 号：R917[医药卫生—药物分析学] O641.3[医药卫生—药学]