多咪唑环芳受体识别氨基酸甲酯配体的密度泛函理论研究  

Investigation on the Recognition of a Novel Multi-imidazole Cyclophane for a Series of Amino Acid Methyl Esters by Employing Density Functional Theory Method

作　　者：向明礼[1] 肖蓉[2] 杨明理[3] 

机构地区：[1]四川大学华西医院生物治疗国家重点实验室,成都610041 [2]四川大学化工学院,成都610065 [3]四川大学华西医院纳米生物医学技术与膜生物学研究所,成都610041

出　　处：《成都电子机械高等专科学校学报》2012年第2期8-12,共5页Journal of Chengdu Electromechanical College

基　　金：国家自然科学基金资助项目(批准号:20873088)

摘　　要：咪唑环芳受体与氨基酸甲酯(XOM)配体相互识别的理论研究并不多见。结合MS-WHIM Scores描述符,用密度泛函理论(DFT)在6-31G(d)水平,对新近合成的多咪唑环芳与XOM间的相互作用进行了研究。NBO电荷分析表明,在形成复合物时,有负电荷从配体分子向受体转移;扰动理论能量分析结果提示,从配体到受体的轨道相互作用所导致的最强离域稳定化能大于从受体到配体的该能量。以相互作用能为核心参量建立了表达复合物结合常数的二参数模型。据此计算的复合物结合常数与实验值间有良好的关联性。为设计和合成能高度识别XOM的咪唑环芳奠定了基础。It is rare to find a theoretical document involving the recognition of imidazole cyclophane for amino acid methyl ester（XOM）. The interaction between a newly synthesized multi-imidazole cyclophane and XOMs was investigated by employing Density Functional Theory （DFT） method coupling with a descriptor of MS-WHIM Scores. It is suggested by analyzing the NBO charge that negative charge is transferred from XOM to cyclophane in the process of forming complex. It is coincident with the result of perturbation theory energy analysis, which indicates that the strongest delocalized stabilization energy resulting from the orbital interaction from XOM ligand to cyclophane receptor is larger than that from cyclophane to XOM ligand. A two-variable model based on the interaction energy is developed so as to express the binding constant of complex. It is found that there exists a good correlation between the experimentally determined constants and the theoretically calculated ones. The work reported here can serve as a foundation for us to design and synthesize novel imidazole cyclophanes which may bind to amino acid methyl ester more tightly.

关 键 词：环芳 密度泛函理论 氨基酸甲酯 分子识别 量子化学 

分 类 号：O621.25[理学—有机化学]