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Improved Stability and Photodynamic Activity of Water‐Soluble 5,15‐Diazaporphyrins Incorporated in β‐(1,3‐1,6)‐ d ‐Glucan with On‐Off Switch
Author(s) -
Hino Shodai,
Satake Shuhei,
Shinmori Hideyuki,
Kawabata Shigeki,
Koumoto Kazuya,
Suzuki Toshio,
Nagasaki Takeshi,
Sugikawa Kouta,
Kawasaki Riku,
Ikeda Atsushi
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201901582
Subject(s) - singlet oxygen , glucan , chemistry , aqueous solution , fluorescence , photochemistry , photodynamic therapy , absorption (acoustics) , oxygen , hela , cyclodextrin , liposome , biophysics , chromatography , biochemistry , materials science , organic chemistry , in vitro , biology , physics , quantum mechanics , composite material
5,15‐Diazaporphyrins, which have a large absorption at wavelengths over 600 nm, were dissolved in water by complex formation with β‐(1,3‐1,6)‐ d ‐glucans. Aqueous solutions of these complexes were relatively stable compared with their trimethyl‐β‐cyclodextrin‐complexed analogues. β‐Glucan‐complexed diazaporphyrins showed quenched fluorescence and had low singlet‐oxygen‐generation abilities owing to random self‐aggregation. However, external stimuli, such as the presence of liposomes or intracellular uptake, restored the fluorescence and singlet‐oxygen‐generation abilities of β‐glucan‐complexed diazaporphyrins. Consequently, β‐glucan‐complexed diazaporphyrins showed very high photodynamic activities toward HeLa cells.