How Do Distance and Solvent Affect Halogen Bonding Involving Negatively Charged Donors?
文献类型：期刊论文
| 作者 | Chen, Zhaoqiang2,3; Wang, Guimin2,3; Xu, Zhijian2,3,4,5 ; Wang, Jinan2,3; Yu, Yuqi2,3; Cai, Tingting2,3; Shao, Qiang2,3; Shi, Jiye1; Zhu, Weiliang2,3
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| 刊名 | JOURNAL OF PHYSICAL CHEMISTRY B
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| 出版日期 | 2016-09-01 |
| 卷号 | 120期号:34页码:8784-8793 |
| ISSN号 | 1520-6106 |
| DOI | 10.1021/acs.jpcb.6b05027 |
| 文献子类 | Article |
| 英文摘要 | It was reported that negatively charged donors can form halogen bonding, which is stable, especially, in a polar environment. On the basis of a survey of the Protein Data Bank, we noticed that the distance between the negative charge center and the halogen atom of an organohalogen may vary greatly. Therefore, a series of model systems, composed of 4-halophenyl-conjugated polyene acids and ammonia, were designed to explore the potential effect of distance on halogen bonding in different solvents. Quantum mechanics (QM) calculations demonstrated that the longer the distance, the stronger the bonding. The energy decomposition analysis on all of the model systems demonstrated that electrostatic interaction contributes the most (44-56%) to the overall binding, followed by orbital interaction (42-36%). Natural bond orbital calculations showed that electron transfer takes place from the acceptor to the donor, whereas the halogen atom becomes more positive during the bonding, which is in agreement with the result of neutral halogen bonding. QM/molecular mechanics calculations demonstrated that the polarity of binding pockets makes all of the interactions attractive in a protein system. Hence, the strength of halogen bonding involving negatively charged donors could be adjusted by changing the distance between the negative charge center and halogen atom and the environment in which the bonding exists, which may be applied in material and drug design for tuning their function and activity. |
| WOS关键词 | SIGMA-HOLE ; ETS-NOCV ; COMPUTATIONAL CHEMISTRY ; DIELECTRIC-CONSTANT ; BONDED COMPLEXES ; HYDROGEN-BONDS ; AB-INITIO ; BR ; CL ; DENSITY |
| 资助项目 | National Natural Science Foundation of China[81273435] ; National Natural Science Foundation of China[81573350] ; International Science & Technology Cooperation Program of China[2014DFA31130] ; State Key Laboratory of Bioactive Substance and Function of Natural Medicines[GTZK201604] ; Special Program for Applied Research on Super Computation of the NSFC-Guangdong Joint Fund[00000000] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000382596700005 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/275916]  |
| 专题 | 药物发现与设计中心 |
| 通讯作者 | Xu, Zhijian; Shi, Jiye; Zhu, Weiliang |
| 作者单位 | 1.UCB Biopharma SPRL, Chemin Foriest, B-1420 Braine Lalleud, Belgium; 2.Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China; 3.Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China 4.Peking Union Med Coll, Beijing 100050, Peoples R China; 5.Chinese Acad Med Sci, Inst Mat Med, State Key Lab Bioact Subst & Funct Nat Med, Beijing 100050, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Chen, Zhaoqiang,Wang, Guimin,Xu, Zhijian,et al. How Do Distance and Solvent Affect Halogen Bonding Involving Negatively Charged Donors?[J]. JOURNAL OF PHYSICAL CHEMISTRY B,2016,120(34):8784-8793. |
| APA | Chen, Zhaoqiang.,Wang, Guimin.,Xu, Zhijian.,Wang, Jinan.,Yu, Yuqi.,...&Zhu, Weiliang.(2016).How Do Distance and Solvent Affect Halogen Bonding Involving Negatively Charged Donors?.JOURNAL OF PHYSICAL CHEMISTRY B,120(34),8784-8793. |
| MLA | Chen, Zhaoqiang,et al."How Do Distance and Solvent Affect Halogen Bonding Involving Negatively Charged Donors?".JOURNAL OF PHYSICAL CHEMISTRY B 120.34(2016):8784-8793. |
入库方式： OAI收割
来源：上海药物研究所
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