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Novel cyclopropenes for studying biological systems

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dc.contributor.advisor Laughlin, Scott. en_US
dc.contributor.author Li, Sining
dc.contributor.other Department of Chemistry. en_US
dc.date.accessioned 2018-07-09T13:49:12Z
dc.date.available 2018-07-09T13:49:12Z
dc.date.issued 2017-08-01
dc.identifier Li_grad.sunysb_0771M_13459.pdf en_US
dc.identifier.uri http://hdl.handle.net/11401/78345
dc.description 84 pg. en_US
dc.description.abstract Click 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. en_US
dc.description.sponsorship This work is sponsored by the Stony Brook University Graduate School in compliance with the requirements for completion of degree en_US
dc.format Monograph en_US
dc.format.medium Electronic Resource en_US
dc.format.mimetype Application/PDF en_US
dc.language.iso en_US en_US
dc.subject.lcsh Chemistry en_US
dc.subject.other click chemistry en_US
dc.subject.other cyclopropene en_US
dc.subject.other dopamine analog en_US
dc.subject.other spirocyclopropene en_US
dc.title Novel cyclopropenes for studying biological systems en_US
dc.type Thesis en_US
dc.contributor.committeemember Parker, Kathlyn en_US
dc.contributor.committeemember Carrico, Isaac. en_US

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