Highly Sensitive Bioluminescent Probe for Thiol Detection in Living Cells |
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Authors: | Mayu Hemmi Yuma Ikeda Dr Yutaka Shindo Dr Takahiro Nakajima Prof Shigeru Nishiyama Prof Kotaro Oka Prof Moritoshi Sato Dr Yuki Hiruta Prof Daniel Citterio Prof Koji Suzuki |
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Institution: | 1. Faculty of Science and Technology, Keio University, Kohoku-ku, Yokohama, Kanagawa, Japan;2. Graduate School of Arts and Sciences, College of Arts and Sciences, The University of Tokyo, Meguro, Tokyo, Japan |
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Abstract: | The sensitive detection of thiols including glutathione and cysteine is desirable owing to their roles as indispensable biomolecules in maintaining intracellular biological redox homeostasis. Herein, we report the design and synthesis of SEluc‐1 (s ulfinate e ster luc iferin), a chemoselective probe exhibiting a ratiometric and turn‐on response towards thiols selectively in fluorescence and bioluminescence, respectively. The probe, which was designed based on the “caged” luciferin strategy, displays excellent selectivity, high signal/noise ratio (>240 in the case of bioluminescence), and a biologically relevant limit of detection (LOD, 80 nm for cysteine), which are all desirable traits for a sensitive bioluminescent sensor. SEluc‐1 was further applied to fluorescence imaging of thiol activity in living human cervical cancer HeLa cell cultures, and was successfully able to detect fluctuations in thiol concentrations induced by oxidative stress in a bioluminescent assay utilizing African green monkey fibroblast COS‐7 cells and human breast adenocarcinoma MCF‐7 cells. |
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Keywords: | bioluminescence fluorescence imaging agents luciferin thiol |
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