距离和溶剂对负电荷卤键的影响
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- 英文论文题名：How do Distance and Solvent Affect the Halogen Bonding Involving Negatively Charged Donors?
- 论文作者：陈照强 ; 王桂敏 ; 徐志建 ; 王进安 ; 于玉琪 ; 蔡婷婷 ; 朱维良
- 英文论文作者：Zhaoqiang Chen ; Guimin Wang ; Zhijian Xu ; Jinan Wang ; Yu yuqi ; Tingting Cai ; Weiliang Zhu ; Shanghai Institute of Materia Medica ; Chinese Academy of Sciences ; University of Chinese Academy of Sciences
- 年：2016
- 作者机构：中国科学院上海药物研究所;中国科学院大学;
- 论文关键词：卤键 ; 负电荷 ; 距离 ; 量子化学 ; 药物设计
- 会议召开时间：2016-07-01
- 会议录名称：中国化学会第30届学术年会摘要集-第十九分会：化学中的量子与经典动力学
- 语种：中文
- 分类号：O641.1
- 学会代码：ZGHY
- 会议名称：中国化学会第30届学术年会-第十九分会 ; 化学中的量子与经典动力学
- 会议地点：中国辽宁大连
- 主办单位：中国化学会
- 学会名称：中国化学会
- 页数：1
- 文件大小：376k
- 原文格式：D
- 会议级别：全国
摘要
已有研究表明带负电荷含卤素的小分子能形成卤键,且在极性环境中更加稳定。通过对PDB数据库的调研,我们发现负电荷到卤素原子的距离变化很大。为了研究负电荷的距离对卤键强度的影响,我们设计了对位共轭烯酸卤代苯(-OOC-(C=C)n-ph-X,n=0-5)和氨所形成的卤键模型体系。通过量化计算发现,距离越长,卤键越强,在真空中尤其明显。能量分解结果表明负电荷卤键结合能中静电作用占主导地位。QM/MM对蛋白体系的计算,也表明溶剂能使弱卤键变强,强卤键减弱。因此,通过调整负电荷到卤素的距离以及环境就能调节卤键的强度,这可以被应用于材料和药物设计领域。
It was reported that negatively charged donors can form halogen bonding, which is stable, especially, in polar environment. By survey in database Protein Data Bank, we noticed that the distance between negative charge center and the halogen atom may vary greatly. Therefore, a series of model systems, composed of compound(-OOC-(C=C)_n-ph-X,n=0-5) and ammonia, were designed to explore effect of the distance on the halogen bonding in different solvents. Quantum mechanics calculations demonstrated that the longer the distance, the stronger the binding. The decomposition demonstrated that the electrostatic makes the most contribution to the binding. QM/MM calculations demonstrated that the polarity of binding pockets have important effects on the bonding energy. Hence, the strength of the negatively charged halogen bonding could be adjusted by changing the distance and the environment that the bond exists in, which may be applied in material and drug design.
It was reported that negatively charged donors can form halogen bonding, which is stable, especially, in polar environment. By survey in database Protein Data Bank, we noticed that the distance between negative charge center and the halogen atom may vary greatly. Therefore, a series of model systems, composed of compound(-OOC-(C=C)_n-ph-X,n=0-5) and ammonia, were designed to explore effect of the distance on the halogen bonding in different solvents. Quantum mechanics calculations demonstrated that the longer the distance, the stronger the binding. The decomposition demonstrated that the electrostatic makes the most contribution to the binding. QM/MM calculations demonstrated that the polarity of binding pockets have important effects on the bonding energy. Hence, the strength of the negatively charged halogen bonding could be adjusted by changing the distance and the environment that the bond exists in, which may be applied in material and drug design.
引文
[1]Yang,Z.;Xu,Z.;Liu,Y.;Wang,J.;Shi,J.;Chen,K.;Zhu,W.J.Phys.Chem.B 2014,118,14223-14233.