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Halogen bonding (X‐bonding): A biological perspective

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Scholfield, Matthew R., Zanden, Crystal M. Vander, Carter, Megan, Ho, P. Shing·2013·Protein Science

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Abstract

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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See all 451

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
DOI: 10.1002/pro.2201
OpenAlex: W2059107251
Cited by: 451
References: 55
FWCI: 17.20
Type: journal article
Language: en
Open access: bronze

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Halogen bonding (X‐bonding): A biological perspective

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