Amphiphilic oligocholate macrocycles: self-assembly, transmembrane nanopore formation, and noncovalent tuning

dc.contributor.advisor Yan Zhao
dc.contributor.author Widanapathirana, Lakmini
dc.contributor.department Chemistry
dc.date 2018-08-11T12:04:26.000
dc.date.accessioned 2020-06-30T02:49:09Z
dc.date.available 2020-06-30T02:49:09Z
dc.date.copyright Tue Jan 01 00:00:00 UTC 2013
dc.date.embargo 2015-07-30
dc.date.issued 2013-01-01
dc.description.abstract <p>A series of rigid amphiphilic oligocholate macrocycles were synthesized and their pore formation in lipid membrane was studied using hydrophilic molecule leakage assays, fluorescence spectroscopy, and solid-state NMR. The exterior of the macrocycles is hydrophobic and thus fully compatible with lipid membrane, whereas the interior is hydrophilic with inwardly facing amide and hydroxyl groups. These amphiphilic cyclic oligocholates could stack over one another to form a transmembrane nanopore driven by a strong tendency of the water molecules in the internal cavities of the macrocycles to aggregate in a nonpolar environment.</p> <p>To regulate the traffic across the membrane, the nanopore needs to be tunable, preferably through noncovalent interactions. We have taken initial efforts towards this goal and were able to control the pore formation through aromatic and hydrogen-bonding interactions.</p>
dc.format.mimetype application/pdf
dc.identifier archive/lib.dr.iastate.edu/etd/13357/
dc.identifier.articleid 4364
dc.identifier.contextkey 4615859
dc.identifier.doi https://doi.org/10.31274/etd-180810-3607
dc.identifier.s3bucket isulib-bepress-aws-west
dc.identifier.submissionpath etd/13357
dc.identifier.uri https://dr.lib.iastate.edu/handle/20.500.12876/27545
dc.language.iso en
dc.source.bitstream archive/lib.dr.iastate.edu/etd/13357/Widanapathirana_iastate_0097E_13706.pdf|||Fri Jan 14 19:50:45 UTC 2022
dc.subject.disciplines Organic Chemistry
dc.title Amphiphilic oligocholate macrocycles: self-assembly, transmembrane nanopore formation, and noncovalent tuning
dc.type article
dc.type.genre dissertation
dspace.entity.type Publication
relation.isOrgUnitOfPublication 42864f6e-7a3d-4be3-8b5a-0ae3c3830a11
thesis.degree.level dissertation
thesis.degree.name Doctor of Philosophy
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