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Recent Progress of Glutathione (GSH) Specific Fluorescent Probes: Molecular Design, Photophysical Property, Recognition Mechanism and Bioimaging

Dugang Chen, Yangzhen Feng

2020Critical Reviews in Analytical Chemistry42 citationsDOI

Abstract

has attracted great attentions, credited to its important role in life activities and association with a series of diseases. Among all kinds of analytical techniques, the fluorescent probe for GSH detection become prevalent recently because of its ease of operation, high temporal-spatial resolution, visualization and noninvasiveness, etc. The special structural features of GSH, such as the nucleophilicity of sulfhydryl group, the concerted reaction ability of amino group, the negative charged nature, the latent hydrogen bonding ability along with its flexible molecular chain, are all potent factors to be employed to design the specific fluorescent probe for GSH and discriminate it from other bio-species including its analogues cysteine (Cys) and homocysteine (Hcy). This paper reviewed the studies in the last 3 years and was organized based on the reaction mechanism of each probe. According to the reactivity of GSH, various recognition mechanisms including Michael addition, nucleophilic aromatic substitution, ordinary nucleophilic substitution, multi-site reaction, and other unique reactions have been utilized to construct the GSH specific fluorescent probes, and the molecular design strategy, photophysical property, recognition mechanism, and bioimaging application of each reported probe were all discussed here systematically. Great progress has been made in this area, and we believe the analyses and summarization of these excellent studies would provide valuable message and inspiration to researchers to advance the research toward clinic applications.

Topics & Concepts

GlutathioneNucleophileChemistryCysteineMechanism (biology)FluorescenceNucleophilic aromatic substitutionCombinatorial chemistryRational designBiophysicsNanotechnologyNucleophilic substitutionBiochemistryMaterials scienceBiologyEnzymeOrganic chemistryPhysicsPhilosophyCatalysisQuantum mechanicsEpistemologySulfur Compounds in BiologyMolecular Sensors and Ion DetectionLuminescence and Fluorescent Materials
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