Intramolecularly enhanced receptors with unusual binding and molecularly imprinted nanoparticles as nanoreactors and sensors

dc.contributor.advisor Yan Zhao Xing, Xiaoyu
dc.contributor.department Chemistry 2019-01-15T09:22:06.000 2020-06-30T03:13:23Z 2020-06-30T03:13:23Z Tue May 01 00:00:00 UTC 2018 2018-09-18 2018-01-01
dc.description.abstract <p>The conformational flexibility of a receptor is usually considered unfavorable to binding, due to the entropy loss upon binding. Inspired by the biological receptor with intra-receptor secondary binding sites which can strengthen guest binding, two series of artificial receptors with similar structures were constructed: pseudo crown ethers with aromatic donor/acceptor groups and aromatic tweezer molecules with carboxylic acids. When the guest binding was weakened by the solvents, i.e., pseudo crown ethers bound with cations in polar solvents and aromatic tweezers bound with counterparts in non-polar solvents, intra-receptor interactions became stronger and contributed to the guest binding. The overall binding showed a reversed solvent effect and unusually strong affinity.</p> <p>Molecular imprinting with cross-linked micelles and functional templates created binding sites after removal of templates. The binding site complementary to the template can be used to study the chemical reactions in the confined nanospace, which can be different from those in homogeneous solution. Imine formation between amines and the aldehyde inside the binding site was studied. It was found the binding influenced reaction reactivity more than the electronic property of the amine. Besides the study of reaction reactivity, the binding site can be further functionalized with a fluorescent group to achieve sensitive and selective sensing.</p>
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dc.identifier archive/
dc.identifier.articleid 7762
dc.identifier.contextkey 13578576
dc.identifier.s3bucket isulib-bepress-aws-west
dc.identifier.submissionpath etd/16755
dc.language.iso en
dc.source.bitstream archive/|||Fri Jan 14 21:05:30 UTC 2022
dc.subject.disciplines Chemistry
dc.subject.disciplines Nanoscience and Nanotechnology
dc.subject.disciplines Organic Chemistry
dc.subject.keywords Artificial receptors
dc.subject.keywords Fluorescence sensing
dc.subject.keywords Intrahost interaction
dc.subject.keywords Molecular imprinting
dc.subject.keywords Molecular recognition
dc.subject.keywords Nanoreactor
dc.title Intramolecularly enhanced receptors with unusual binding and molecularly imprinted nanoparticles as nanoreactors and sensors
dc.type article
dc.type.genre dissertation
dspace.entity.type Publication
relation.isOrgUnitOfPublication 42864f6e-7a3d-4be3-8b5a-0ae3c3830a11 Organic Chemistry dissertation Doctor of Philosophy
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