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Enhancing Photostability of a Coumarin Dye by Self‐inclusion into a Cyclodextrin Cavity in Aqueous Solution and Living Cells
Author(s) -
Shigemitsu Hajime,
Matsuda Keigo,
Mori Tadashi,
Nakatsuji Hirotaka,
Matsusaki Michiya,
Kida Toshiyuki
Publication year - 2020
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202000365
Subject(s) - chemistry , coumarin , cyclodextrin , photochemistry , aqueous solution , amide , conjugated system , congo red , steric effects , fluorescence , nuclear chemistry , organic chemistry , adsorption , polymer , physics , quantum mechanics
Photostable organic dyes are highly demanded for longtime or super‐resolution bioimaging. Herein, we demonstrate effective improvement of photostability of a coumarin dye (Pacific Blue ( PB )) by steric protection using a cyclodextrin. The PB conjugated cyclodextrin ( PB−CD ) showed 2.8 times higher photostability than PB ethyl amide ( PB−EA ) which is a comparative compound in vitro. The cyclodextrin conjugation to PB not only protect PB unit from reactive chemicals, but also suppress reactive oxygen species (ROS) generation which causes dye degradation. The effects afford significant improvement of photostability of PB dye. Finally, the photostability of PB−CD was evaluated using confocal laser scanning microscopy (CLSM) and the significant improvement effect was proofed even in living cells.