Hydrogen sulfide (HS) is considered the third member of the gasotransmitter family, along with nitric oxide (NO) and carbon monoxide (CO). Besides its role in physiological and pathophysiological conditions, the promising therapeutic potential of this small-molecule makes it advantageous for various pharmaceutical applications. The endogenous production of HS at a lower concentration is crucial in maintaining redox balance and cellular homeostasis, and the dysregulation leads to various disease states. In the event of HS deficiency, the exogenous donation of HS could help maintain the optimal cellular concentration of HS and cellular homeostasis. Over the last several years, researchers have developed numerous small-molecule non-fluorogenic organosulfur compounds as HS donors and investigated their pharmacological potentials. However, reports on stimuli-responsive turn-on fluorogenic donors of HS have appeared recently. Interestingly, the fluorogenic HS donors offer additional advantages with the non-invasive real-time monitoring of the HS release utilizing the simultaneous turn-on fluorogenic processes. The review summarizes the recent developments in turn-on fluorogenic donors of HS and the potential biological applications that have developed over the years.
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http://dx.doi.org/10.1002/cmdc.202400251 | DOI Listing |
Nat Commun
January 2025
State Key Laboratory of Anti-Infective Drug Discovery and Development, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, China.
Bioorthogonal chemistry-mediated self-assembly holds great promise for dynamic molecular imaging in living organisms. However, existing approaches are limited to nanoaggregates with 'always-on' signals, suffering from high signal-to-background ratio (SBR) and compromised detection sensitivity. Herein we report a nitrile-aminothiol (NAT) bioorthogonal fluorogenic probe (CyNA-SS-FK) for ultrasensitive diagnosis of orthotopic hepatocellular carcinoma.
View Article and Find Full Text PDFChemMedChem
December 2024
Universite de Dijon, Institut de Chimie Moleculaire, ICMUB CNRS UMR6302, 9, avenue Alain Savary, 21078, Dijon, FRANCE.
Fluorescence detection of DNA and RNA G-quadruplexes (G4s) is a very efficient strategy to assess not only the existence and prevalence of cellular G4s but also their relevance as targets for therapeutic interventions. Among the fluorophores used to this end, turn-on probes are the most interesting since their fluorescence is triggered only upon interaction with their G4 targets, which ensures a high sensitivity and selectivity of detection. We reported on a series of twice-as-smart G4 probes, which are both smart G4 ligands (whose structure is reorganized upon interaction with G4s) and smart fluorescent probes (whose fluorescence is turned on upon interaction with G4s).
View Article and Find Full Text PDFSpectrochim Acta A Mol Biomol Spectrosc
December 2024
National Demonstration Center for Experimental Chemistry Education, Hebei Key Laboratory of Organic Functional Molecules, College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang, Hebei 050024, PR China. Electronic address:
Aggregation-induced emission fluorogens (AIEgens) with intramolecular charge transfer (ICT) characteristic are widely used in the detection of various analytes owing to their highly tunable fluorescence emission properties. However, facilely synthesis of AIEgens with ICT characteristic for multiple sensing is still rare and limited in use. In this work, two new AIEgens of 1,2-bis(4-alkoxycarbonylphenyl)-4,5-bis(4-methoxyphenyl)-1H-imidazole (AMI) and its hydrolyzed derivative 1,2-bis(4-carboxylphenyl)-4,5-bis(4-methoxyphenyl)-1H-imidazole (CMI) were facilely synthesized with donor-π-acceptor (D-π-A) structures.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
November 2024
Department of Chemistry, Seoul National University, Seoul, 08826, Korea.
Chem Asian J
November 2024
Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati, Assam, 781039, India.
Stimuli-responsive prodrugs of anticancer drugs are advantageous for the selective delivery of drugs to cancer cells with minimized off-target side effects. In the present study, esterase-activatable fluorogenic prodrugs of the chemotherapeutic drug 5-fluorouracil (5-FU) have been rationally designed and synthesized using multi-step organic synthesis. While 5-FU was connected directly with the fluorophore via a C-N bond in the prodrug BJ-50, an additional self-immolative benzylic spacer with a carbonate linker was incorporated in the prodrug BJ-92.
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