Date of Award
Doctor of Philosophy
Arthur H Winter
The research herein describes design of BODIPY derived photoremovable protecting groups. Chapter 1 describes the design and synthesis of red-shifted BODIPY photoremovable protecting groups. The initial boron-fluorinated BODIPY derivatives have low quantum yields of photorelease. Boron-methylation of these red-shifted BODIPY photoremovable protecting groups effectively increases quantum yields of release. The boron methyl bond is thermally stable; however, upon irradiation it is cleaved and replaced with solvent, resulting in a chromophore with a higher quantum yield of fluorescence. Chapter 2 describes the application of this photoproduct for single molecule localization microscopy. Chapter 3 discusses the ability for the boron-methylated BODIPY derivatives to release alcohols directly from the meso position without use of a carbonate linkage. Chapter 4 describes selective photorelease of red and green BODIPY photoremovable protecting groups along with a UV-absorbing coumarin photoremovable protecting group.
Julie Ann Peterson
Peterson, Julie Ann, "Design and synthesis of photoactivated BODIPY dyes for photocaging and superresolution imaging with visible light" (2020). Graduate Theses and Dissertations. 17893.
Available for download on Wednesday, June 16, 2021