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.