The extent of conformational rigidity determines hydration in nonaromatic hexacyclic systems
| dc.contributor.author | Boscaino, Annalisa | |
| dc.contributor.author | Naidoo, Kevin J | |
| dc.date.accessioned | 2016-08-22T11:32:06Z | |
| dc.date.available | 2016-08-22T11:32:06Z | |
| dc.date.issued | 2011 | |
| dc.date.updated | 2016-08-22T11:30:36Z | |
| dc.description.abstract | We conducted an ultrasonic study of the hydration number for hexacyclic systems. We find from these experiments that cyclohexane-based molecules such as cyclohexanol and myo-inositol show a very small increase in hydration number despite the large difference in the number of hydroxyl groups present in each of the molecules. There is however a dramatic increase in hydration number when shifting from molecules with a cyclohexane frame to molecules with a cyclopyranose frame particularly glucose. An analysis of classical and quantum molecular dynamics simulation trajectories reveal that the hydration number is strongly linked to the conformational flexibility within the molecule. Cyclopyranose is a more rigid ring system compared with cyclohexane and so its ring fluctuates in a smaller range and frequency. The effect of the ring rigidity is that the hydroxyls tethered to the cyclopyranose ring undergo less positional diffusion compared with those attached to the cyclohexane ring. This allows for long time intermolecular hydrogen bonds between the hydroxyls bonded to cyclopyranose rings and the surrounding waters, which leads to an increase in the hydration numbers of carbohydrates compared with those of hydroxylated cyclohexanes. | en_ZA |
| dc.identifier | http://dx.doi.org/http://pubs.acs.org/doi/abs/10.1021/jp110248j | |
| dc.identifier.apacitation | Boscaino, A., & Naidoo, K. J. (2011). The extent of conformational rigidity determines hydration in nonaromatic hexacyclic systems. <i>The Journal of Physical Chemistry</i>, http://hdl.handle.net/11427/21390 | en_ZA |
| dc.identifier.chicagocitation | Boscaino, Annalisa, and Kevin J Naidoo "The extent of conformational rigidity determines hydration in nonaromatic hexacyclic systems." <i>The Journal of Physical Chemistry</i> (2011) http://hdl.handle.net/11427/21390 | en_ZA |
| dc.identifier.citation | Boscaino, A., & Naidoo, K. J. (2011). The extent of conformational rigidity determines hydration in nonaromatic hexacyclic systems. The Journal of Physical Chemistry B, 115(11), 2608-2616. | en_ZA |
| dc.identifier.ris | TY - Journal Article AU - Boscaino, Annalisa AU - Naidoo, Kevin J AB - We conducted an ultrasonic study of the hydration number for hexacyclic systems. We find from these experiments that cyclohexane-based molecules such as cyclohexanol and myo-inositol show a very small increase in hydration number despite the large difference in the number of hydroxyl groups present in each of the molecules. There is however a dramatic increase in hydration number when shifting from molecules with a cyclohexane frame to molecules with a cyclopyranose frame particularly glucose. An analysis of classical and quantum molecular dynamics simulation trajectories reveal that the hydration number is strongly linked to the conformational flexibility within the molecule. Cyclopyranose is a more rigid ring system compared with cyclohexane and so its ring fluctuates in a smaller range and frequency. The effect of the ring rigidity is that the hydroxyls tethered to the cyclopyranose ring undergo less positional diffusion compared with those attached to the cyclohexane ring. This allows for long time intermolecular hydrogen bonds between the hydroxyls bonded to cyclopyranose rings and the surrounding waters, which leads to an increase in the hydration numbers of carbohydrates compared with those of hydroxylated cyclohexanes. DA - 2011 DB - OpenUCT DP - University of Cape Town J1 - The Journal of Physical Chemistry LK - https://open.uct.ac.za PB - University of Cape Town PY - 2011 T1 - The extent of conformational rigidity determines hydration in nonaromatic hexacyclic systems TI - The extent of conformational rigidity determines hydration in nonaromatic hexacyclic systems UR - http://hdl.handle.net/11427/21390 ER - | en_ZA |
| dc.identifier.uri | http://hdl.handle.net/11427/21390 | |
| dc.identifier.uri | http://pubs.acs.org/doi/abs/10.1021/jp110248j | |
| dc.identifier.vancouvercitation | Boscaino A, Naidoo KJ. The extent of conformational rigidity determines hydration in nonaromatic hexacyclic systems. The Journal of Physical Chemistry. 2011; http://hdl.handle.net/11427/21390. | en_ZA |
| dc.language | eng | en_ZA |
| dc.publisher | American Chemical Society | en_ZA |
| dc.publisher.institution | University of Cape Town | |
| dc.source | The Journal of Physical Chemistry | en_ZA |
| dc.source.uri | http://pubs.acs.org/journal/jpcbfk | |
| dc.subject.other | conformational rigidity | |
| dc.subject.other | hydration | |
| dc.subject.other | nonaromatic hexacyclic systems | |
| dc.title | The extent of conformational rigidity determines hydration in nonaromatic hexacyclic systems | en_ZA |
| dc.type | Journal Article | en_ZA |
| uct.type.filetype | Text | |
| uct.type.filetype | Image | |
| uct.type.publication | Research | en_ZA |
| uct.type.resource | Article | en_ZA |