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Heat-initiated detection for reduced glutathione with ¹⁹F NMR probes based on modified gold nanoparticles
Narufumi Kitamura1, Kazuo Tanaka, Yoshiki Chujo
1Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
Abstract:
For detecting reduced glutathione (GSH) with a (19)F NMR spectroscopy with time-specificity, we developed the probes based on gold nanoparticles modified with the fluorinated groups via the thermally-cleavable linkers. Before the heating treatment with the probe, the maleimide moiety as a binding site with GSH in the probe is inactivated by cycloaddition of furan. At this silent state, the magnitude of (19)F NMR signals from the fluorinated groups was suppressed. By heating for the activation of the probe, the maleimide moiety was produced via retro Diels-Alder reaction, and (19)F NMR signals were observed. From this moment, GSH started the reaction with the probe via Michael addition to the maleimide moiety, leading to the observation of the new peak in (19)F NMR spectra. Finally, the amounts of GSH were determined from the increase of the magnitude of (19)F NMR signals.
