The DOI matches its Crossref record; 55 of the 55 references it cites were found in a registry or an index.
Halogen bonding (X‐bonding): A biological perspective
Open accessAbstract
The concept of the halogen bond (or X‐bond) has become recognized as contributing significantly to the specificity in recognition of a large class of halogenated compounds. The interaction is most easily understood as primarily an electrostatically driven molecular interaction, where an electropositive crown, or σ‐hole, serves as a Lewis acid to attract a variety of electron‐rich Lewis bases, in analogous fashion to a classic hydrogen bonding (H‐bond) interaction. We present here a broad overview of X‐bonds from the perspective of a biologist who may not be familiar with this recently rediscovered class of interactions and, consequently, may be interested in how they can be applied as a highly directional and specific component of the molecular toolbox. This overview includes a discussion for where X‐bonds are found in biomolecular structures, and how their structure–energy relationships are studied experimentally and modeled computationally. In total, our understanding of these basic concepts will allow X‐bonds to be incorporated into strategies for the rational design of new halogenated inhibitors against biomolecular targets or toward molecular engineering of new biological‐based materials.
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Cites
Berman, H. M. (2000) · Nucleic Acids Research · doi:10.1093/nar/28.1.235 · Cited by 40,196
The Amber biomolecular simulation programs
Case, D. A., Cheatham, T. E., Darden, T., Gohlke, H., Luo, R., Merz, K. M., Onufriev, A., Simmerling, C., Wang, B., & Woods, R. J. (2005) · Journal of Computational Chemistry · doi:10.1002/jcc.20290 · Cited by 9,535
Clark, T., Hennemann, M., Murray, J. S., & Politzer, P. (2007) · Journal of Molecular Modeling · doi:10.1007/s00894-006-0130-2 · Cited by 2,314
Halogen Bonding Based Recognition Processes: A World Parallel to Hydrogen Bonding
Metrangolo, P., Neukirch, H., Pilati, T., & Resnati, G. (2005) · Accounts of Chemical Research · doi:10.1021/ar0400995 · Cited by 1,915
Halogen bonds in biological molecules
Auffinger, P., Hays, F. A., Westhof, E., & Ho, P. S. (2004) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0407607101 · Cited by 1,634
Self-citationYun, C.-H., Boggon, T. J., Li, Y., Woo, M. S., Greulich, H., Meyerson, M., & Eck, M. J. (2007) · Cancer Cell · doi:10.1016/j.ccr.2006.12.017 · Cited by 1,192
Halogen Bonding: A Paradigm in Supramolecular Chemistry
Metrangolo, P., & Resnati, G. (2001) · Chemistry - A European Journal · doi:10.1002/1521-3765(20010618)7:12<2511::aid-chem25110>3.0.co;2-t · Cited by 1,008
The Nature and Geometry of Intermolecular Interactions between Halogens and Oxygen or Nitrogen
Lommerse, J. P. M., Stone, A. J., Taylor, R., & Allen, F. H. (1996) · Journal of the American Chemical Society · doi:10.1021/ja953281x · Cited by 806
Vreven, T., Morokuma, K., Farkas, Ö., Schlegel, H. B., & Frisch, M. J. (2003) · Journal of Computational Chemistry · doi:10.1002/jcc.10156 · Cited by 608
Halogen Bonding—A Novel Interaction for Rational Drug Design?
Lu, Y., Shi, T., Wang, Y., Yang, H., Yan, X., Luo, X., Jiang, H., & Zhu, W. (2009) · Journal of Medicinal Chemistry · doi:10.1021/jm9000133 · Cited by 559
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A Survey of the Role of Noncovalent Sulfur Interactions in Drug Design
Beno, B. R., Yeung, K.-S., Bartberger, M. D., Pennington, L. D., & Meanwell, N. A. (2015) · Journal of Medicinal Chemistry · doi:10.1021/jm501853m · Cited by 772
Computational tools to model halogen bonds in medicinal chemistry.
Ford, M. C., & Ho, P. S. (2016) · Journal of Medicinal Chemistry · doi:10.1021/acs.jmedchem.5b00997 · Cited by 143
Self-citationKrause, G., & Hinz, K. M. (2017) · Molecular and Cellular Endocrinology · doi:10.1016/j.mce.2017.03.018 · Cited by 27
Metadata
- Authors
- Scholfield, M. R., Zanden, C. M. V., Carter, M., & Ho, P. S.
- Venue
- Protein Science
- Publisher
- Wiley
- Published
- 2012-12-29
- Volume
- 22
- Issue
- 2
- Pages
- 139-152
- ISSN
- 0961-8368 (ISSN-L)
- 1469-896X
- OpenAlex
- W2059107251
- Cited by
- 451
- References
- 55
- FWCI
- 17.20
- Type
- journal article
- Language
- en
- Open access
- bronze
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