Cation-pi interactions: Difference between revisions
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| Cation-pi interaction. Surfaces colored by electrostatic potential. Image adapted from one kindly provided by [http://www.its.caltech.edu/~dadgrp/research/molrec/index.html Dennis Dougherty]. | | Cation-pi interaction. Surfaces colored by electrostatic potential. Image adapted from one kindly provided by [http://www.its.caltech.edu/~dadgrp/research/molrec/index.html Dennis Dougherty]. | ||
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Cationic moieties that are within 6.0 Å of the face of an aromatic ring (phenylalanine, tyrosine, or tryptophan) may engage in polar interactions called cation-pi interactions (cation-π interactions). | Cationic moieties that are within 6.0 Å of the face of an aromatic ring (phenylalanine, tyrosine, or tryptophan) may engage in polar interactions called cation-pi interactions (cation-π interactions)<ref name="GD" /><ref name="dad2013">PMID: 23214924</ref><ref name="dad2025">PMID: 39977669</ref>. | ||
The flat face of an aromatic ring has a partial negative charge owing to the delocalized [[#Chemistry|pi electrons]]. <!-- ([http://www.molphys.leidenuniv.nl/monos/smo/index.html?basics/photophysics.htm schematic], [http://www.webelements.com/shop/product.php/129/molyorbital_molecular_orbital_organic_structures_set physical model]). --> | The flat face of an aromatic ring has a partial negative charge owing to the delocalized [[#Chemistry|pi electrons]]. <!-- ([http://www.molphys.leidenuniv.nl/monos/smo/index.html?basics/photophysics.htm schematic], [http://www.webelements.com/shop/product.php/129/molyorbital_molecular_orbital_organic_structures_set physical model]). --> | ||
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==Examples== | ==Examples== | ||
<StructureSection load='1gai' size='350' side='right' scene='Cation-pi_interactions/Nicotine_catpi/5' caption='Cation-pi interactions'> | <StructureSection load='1gai' size='350' side='right' scene='Cation-pi_interactions/Nicotine_catpi/5' caption='Cation-pi interactions'> | ||
===Nicotinic Acetylcholine Receptor and Nicotine Addiction=== | ===Nicotinic Acetylcholine Receptor and Nicotine Addiction=== | ||
====Receptor==== | ====Receptor==== | ||
