Abstract:
: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 approximately 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.
journal_name
J Med Chemjournal_title
Journal of medicinal chemistryauthors
Lu Y,Shi T,Wang Y,Yang H,Yan X,Luo X,Jiang H,Zhu Wdoi
10.1021/jm9000133subject
Has Abstractpub_date
2009-05-14 00:00:00pages
2854-62issue
9eissn
0022-2623issn
1520-4804journal_volume
52pub_type
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