文献类型：期刊文献

英文题名：Halogen Bonding-A Novel Interaction for Rational Drug Design?

作者：Lu, Yunxiang[1];Shi, Ting[1];Wang, Yong[1];Yang, Huaiyu[1];Yan, Xiuhua[1];Luo, Xiaoming[1];Jiang, Hualiang[1];Zhu, Weiliang[1,2]

机构：[1]Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, Shanghai 201203, Peoples R China;[2]E China Univ Sci & Technol, Sch Sci, Shanghai 200237, Peoples R China

年份：2009

卷号：52

期号：9

起止页码：2854

外文期刊名：JOURNAL OF MEDICINAL CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000265911800024)】；

基金：This work was supported by the National Natural Science Foundation of China (20572117), the Hi-Tech Research and Development Program of China (2006AA02Z336), and the Postdoctoral Science Foundation of China (20080440664).

语种：英文

摘要：Although recognized in small molecules for quite some time, the implications of halogen bonding in biomolecular systems are only now coming to light. In this study, several systems of proteins in complex with halogenated ligands have been investigated by using a two-layer QM/MM ONIOM methodology. In all cases, the halogen-oxygen distances are shown to be much. less than the van der Waals radius sums. Single-point energy calculations unveil that the interaction becomes comparable in magnitude to classical hydrogen bonding. Furthermore, we found that the strength of the interactions attenuates in the order H I > Br > Cl. These results agree well with the characteristics discovered within small model halogen-bonded systems. A detailed analysis of the interactions reveals that halogen bonding interactions are responsible for the different conformation of the molecules in the active site. This study would help to establish such interaction as a potential and effective tool in the context of drug design.