Document Type
Dissertation
Date of Award
12-31-2021
Degree Name
Doctor of Philosophy in Chemistry - (Ph.D.)
Department
Chemistry and Environmental Science
First Advisor
Yuanwei Zhang
Second Advisor
Kevin D. Belfield
Third Advisor
Yong Ick Kim
Fourth Advisor
Mengyan Li
Fifth Advisor
Xiaoyang Xu
Abstract
Boron dipyrromethene (BODIPY) has become more and more popular in photophysical and biological applications. BODIPY based fluorescence compounds have numerous advantage properties including low toxicity, high absorption extinction coefficients, high fluorescence quantum yields, sharp fluorescence emissions, and resistance to photobleaching. All the good properties lead to the wide applications of BODIPY based compounds. In this research, two different kinds of BODIPY are synthesized. Firstly, BDBrC containing carbazole and BODIPY core is synthesized. Cellular uptake research shows BDBrC can target on lysosome and singlet oxygen generation research result indicates that BDBrC can be used in photodynamic therapy. BDBrC also shows pH-sensitive properties which can further facilitate the generation of singlet oxygen in lysosome. So BDBrC can be used as a pH-sensitive lysosome targeting fluorescent PDT compound. Secondly, TAC as an efficient potassium binding site is introduced to conjugate with BODIPY core which can be used as a fluorescent potassium probe as TAC-MeOXy. TAC-MeOXy is synthesized and shows fluorescence enhancement with the increasing of K+ concentration. Cellular uptake research shows TAC-MeOXy can go into cells as a potential intracellular potassium fluorescence probe. To further simplify the synthetic route of TAC-BODIPY based potassium sensors, Benzene-mono-TAC is also synthesized as an alternative potassium probe. Then three pathways are designed to make di-cyclic ring of benzene-mono-TAC to get a better selectivity to K+.
Recommended Citation
Liu, Xiangshan, "BODIPY based photodynamic therapy and potassium probes" (2021). Dissertations. 1814.
https://digitalcommons.njit.edu/dissertations/1814
