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dc.identifier.urihttp://hdl.handle.net/11401/78345
dc.description.sponsorshipThis work is sponsored by the Stony Brook University Graduate School in compliance with the requirements for completion of degreeen_US
dc.formatMonograph
dc.format.mediumElectronic Resourceen_US
dc.format.mimetypeApplication/PDFen_US
dc.language.isoen_US
dc.typeThesis
dcterms.abstractClick and bioorthogonal chemistry has been employed in the analysis of many biological systems, but has yet to be extended to the analysis of neural connectivity1. One popular bioorthogonal chemical reporter is the functionalized cyclopropene, which reacts with tetrazines through an inverse electron-demand Diels-Alder reaction2. Here, I describe a strategy for leveraging the cyclopropene-tetrazine ligation for analysis of neural systems and a novel photo-activatable cyclopropene for controlling reactivity in space and time. My first project employs a dopamine analog consisting of a neurotransmitter attached to a cyclopropene tag to study the dopaminergic neural circuit. I designed and synthesized three different cyclopropene-bearing dopamine analogs. These molecules will enable visualization of dopaminergic vesicles and connected neurons, when they are released into the synaptic space. My second project involves developing a new, activatable, bio-orthogonal reagent. I have synthesized a spirocyclopropene that is non-reactive when protected with a light cleavable group, but reactive towards tetrazine reagents one the group is removed by light. Ultimately, this strategy will enable controlled bioorthogonal reactivity that will permit the development of imaging tools for visualizing neural connectivity.
dcterms.available2018-07-09T13:49:12Z
dcterms.contributorParker, Kathlynen_US
dcterms.contributorLaughlin, Scott.en_US
dcterms.contributorCarrico, Isaac.en_US
dcterms.creatorLi, Sining
dcterms.dateAccepted2018-07-09T13:49:12Z
dcterms.dateSubmitted2018-07-09T13:49:12Z
dcterms.descriptionDepartment of Chemistry.en_US
dcterms.extent84 pg.en_US
dcterms.formatMonograph
dcterms.identifierhttp://hdl.handle.net/11401/78345
dcterms.identifierLi_grad.sunysb_0771M_13459.pdfen_US
dcterms.issued2017-08-01
dcterms.languageen_US
dcterms.provenanceSubmitted by Jason Torre (fjason.torre@stonybrook.edu) on 2018-07-09T13:49:12Z No. of bitstreams: 1 Li_grad.sunysb_0771M_13459.pdf: 3426173 bytes, checksum: dad43be6121f72ddec5e27ecbfd682c4 (MD5)en
dcterms.provenanceMade available in DSpace on 2018-07-09T13:49:12Z (GMT). No. of bitstreams: 1 Li_grad.sunysb_0771M_13459.pdf: 3426173 bytes, checksum: dad43be6121f72ddec5e27ecbfd682c4 (MD5) Previous issue date: 2017-08-01en
dcterms.subjectclick chemistry
dcterms.subjectChemistry
dcterms.subjectcyclopropene
dcterms.subjectdopamine analog
dcterms.subjectspirocyclopropene
dcterms.titleNovel cyclopropenes for studying biological systems
dcterms.typeThesis


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