Synthesis of photocaged molecules towards spatial and temporal control of gene expression
| Author(s) | Ceo, Luke | |
| Date Accessioned | 2012-07-09T12:30:06Z | |
| Date Available | 2012-07-09T12:30:06Z | |
| Publication Date | 2011 | |
| Abstract | Spatial and temporal control of gene expression can aid in the understanding of gene function and cellular processes. Photo-labile protecting groups are chemical moieties that can be installed on a biologically active compound, blocking its biological function. Upon irradiation of the "caged" compound, the protecting group is removed "releasing" the now biologically active molecule. In this work, a Tamoxifen aziridine derivative was synthesized and attempts were made to link it to a coumarin-based photolabile protecting group via a variety of synthetic strategies. However, none of the tamoxifen coumarin compounds were successfully synthesized. The failure of linking the tamoxifen core structure to a coumarin derivative can be attributed to two reasons: 1) instability of the coumarin in basic conditions for sufficient deprotonaton of the tamoxifen phenol; 2) tendency of the electron-rich tamoxifen olefin to be unstable in acidic conditions. | en_US |
| Advisor | Koh, John | |
| Degree | M.S. | |
| Department | University of Delaware, Department of Chemistry | |
| URL | http://udspace.udel.edu/handle/19716/11012 | |
| Publisher | University of Delaware | en_US |
| dc.subject.lcsh | Gene expression. | |
| dc.subject.lcsh | Genetic regulation. | |
| dc.subject.lcsh | Tamoxifen -- Synthesis. | |
| dc.subject.lcsh | Coumarins. | |
| Title | Synthesis of photocaged molecules towards spatial and temporal control of gene expression | en_US |
| Type | Thesis | en_US |