Optimal Configurations of “Capped” β-Cyclodextrin Dimers in Water Maximise Hydrophobic Association

dc.contributor.authorGamieldien, M R
dc.contributor.authorMaestre, I
dc.contributor.authorJaime, C
dc.contributor.authorNaidoo, Kevin J
dc.date.accessioned2016-08-15T14:07:19Z
dc.date.available2016-08-15T14:07:19Z
dc.date.issued2010
dc.date.updated2016-08-15T11:32:16Z
dc.description.abstractCircular dichroism analysis and proton NMR experiments revealed that solutions of 3-O-(2-methylnaphthyl)-β-cyclodextrin form different dimer configurations. The exact nature of the dimer configurations were postulated to be of three types in which these capped cyclodextrins (CDs) are orientated in head-to-head and head-to-tail arrangements. Here we show from detailed computer simulations and free-energy calculations on the configurations that the head-to-head configuration in which the naphthyl groups are mutually inserted into each other’s CD cavities is the most favoured configuration. This configuration optimises the hydrophobic association of the naphthyl aromatic groups and the ring cavities as well as forming the most inter-CD hydrogen bonds of the three configurations.en_ZA
dc.identifierhttp://dx.doi.org/10.1002/cphc.200900541
dc.identifier.apacitationGamieldien, M. R., Maestre, I., Jaime, C., & Naidoo, K. J. (2010). Optimal Configurations of “Capped” β-Cyclodextrin Dimers in Water Maximise Hydrophobic Association. <i>Chem. Phys. Chem.</i>, http://hdl.handle.net/11427/21256en_ZA
dc.identifier.chicagocitationGamieldien, M R, I Maestre, C Jaime, and Kevin J Naidoo "Optimal Configurations of “Capped” β-Cyclodextrin Dimers in Water Maximise Hydrophobic Association." <i>Chem. Phys. Chem.</i> (2010) http://hdl.handle.net/11427/21256en_ZA
dc.identifier.citationGamieldien, M. R., Maestre, I., Jaime, C., & Naidoo, K. J. (2010). Optimal Configurations of “Capped” β‐Cyclodextrin Dimers in Water Maximise Hydrophobic Association. ChemPhysChem, 11(2), 452-459.en_ZA
dc.identifier.issn1439-4235en_ZA
dc.identifier.ris TY - Journal Article AU - Gamieldien, M R AU - Maestre, I AU - Jaime, C AU - Naidoo, Kevin J AB - Circular dichroism analysis and proton NMR experiments revealed that solutions of 3-O-(2-methylnaphthyl)-β-cyclodextrin form different dimer configurations. The exact nature of the dimer configurations were postulated to be of three types in which these capped cyclodextrins (CDs) are orientated in head-to-head and head-to-tail arrangements. Here we show from detailed computer simulations and free-energy calculations on the configurations that the head-to-head configuration in which the naphthyl groups are mutually inserted into each other’s CD cavities is the most favoured configuration. This configuration optimises the hydrophobic association of the naphthyl aromatic groups and the ring cavities as well as forming the most inter-CD hydrogen bonds of the three configurations. DA - 2010 DB - OpenUCT DP - University of Cape Town J1 - Chem. Phys. Chem. LK - https://open.uct.ac.za PB - University of Cape Town PY - 2010 SM - 1439-4235 T1 - Optimal Configurations of “Capped” β-Cyclodextrin Dimers in Water Maximise Hydrophobic Association TI - Optimal Configurations of “Capped” β-Cyclodextrin Dimers in Water Maximise Hydrophobic Association UR - http://hdl.handle.net/11427/21256 ER - en_ZA
dc.identifier.urihttp://hdl.handle.net/11427/21256
dc.identifier.vancouvercitationGamieldien MR, Maestre I, Jaime C, Naidoo KJ. Optimal Configurations of “Capped” β-Cyclodextrin Dimers in Water Maximise Hydrophobic Association. Chem. Phys. Chem.. 2010; http://hdl.handle.net/11427/21256.en_ZA
dc.languageengen_ZA
dc.publisherWiley-VCH Verlagen_ZA
dc.publisher.institutionUniversity of Cape Town
dc.sourceChem. Phys. Chem.en_ZA
dc.source.urihttp://www.wiley-vch.de/publish/en/journals/alphabeticIndex/2267/?sID=dvarrj3a0uki5bmeroqjkgm866
dc.titleOptimal Configurations of “Capped” β-Cyclodextrin Dimers in Water Maximise Hydrophobic Associationen_ZA
dc.typeJournal Articleen_ZA
uct.type.filetypeText
uct.type.filetypeImage
uct.type.publicationResearchen_ZA
uct.type.resourceArticleen_ZA
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