Highly sensitive and rapid detection of hypochlorous acid in aqueous media and its bioimaging in live cells and zebrafish using an ESIPT-driven mycophenolic acid-based fluorescent probe

Sonawane, Prasad M.; Jain, Neha; Roychaudhury, Arkaprava; Park, Su Jeong; Bhosale, Vikas K.; Halle, Mahesh B.; Kim, Cheol-Hee; Nimse, Satish Balasaheb; Churchill, David G.

doi:10.1039/d3an01340e

Analyst

2023

DOI: 10.1039/d3an01340e

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Highly sensitive and rapid detection of hypochlorous acid in aqueous media and its bioimaging in live cells and zebrafish using an ESIPT-driven mycophenolic acid-based fluorescent probe

Prasad M. Sonawane,

Neha Jain,

Arkaprava Roychaudhury

et al.

Abstract: Novel and photostable dimethylthiocarbamate (DMTC)-masked mycophenolic acid precursor is able to detect endogenous hypochlorite and doesn’t harm larval zebrafish's neuronal development.

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Cited by 7 publications

References 49 publications

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Lyso‐H₂S: A Mycophenolic Acid‐Derived Probe for Ultra‐Low Toxicity, Intracellular H₂S Detection, and Zebrafish Model Validation

Jain,

An,

Roychaudhury

et al. 2024

Chemistry A European J

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In several biological processes, H2S is known to function as an endogenous gaseous agent. It is very necessary to monitor H2S and relevant physiological processes in vivo. Herein, a new type of fluorophore with a reliable leaving group allows for excited‐state intramolecular transfer characteristics (ESIPT), inspired by mycophenolic acid. A morpholine ring was connected at the maleimide position to target the lysosome. Subsequently, the dinitrophenyl group known for a photoinduced electron transfer (PET) effect, was connected to allow for an effective “turn‐on” probe Lyso–H2S. Lyso–H2S demonstrated strong selectivity towards H2S, large Stokes shift (111 nm), and an incredibly low detection limit (41.8 nM). The imaging of endogenous and exogenous H2S in living cells (A549 cell line) was successfully achieved because of the specificity and ultra‐low toxicity (100 % cell viability at 50 µM concentration of Lyso–H2S.) Additionally, Lyso–H2S was also employed to visualize the activity of H2S in the gallbladder and intestine in a living zebrafish model. This is the first report of a fluorescent probe to track H2S sensing in specific organ systems to our knowledge.

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Lyso‐H₂S: A Mycophenolic Acid‐Derived Probe for Ultra‐Low Toxicity, Intracellular H₂S Detection, and Zebrafish Model Validation

Jain,

An,

Roychaudhury

et al. 2024

Chemistry A European J

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Progress in research of zinc ion fluorescent probes for biological imaging

Yu,

Wang

et al. 2024

Journal of Luminescence

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A triphenylamine-thiophene-based fluorescent probe for the dual-channel detection and imaging of hypochlorite and viscosity in live cells

Sun,

Wang,

Shang

et al. 2024

Journal of Molecular Liquids

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Highly sensitive and rapid detection of hypochlorous acid in aqueous media and its bioimaging in live cells and zebrafish using an ESIPT-driven mycophenolic acid-based fluorescent probe

Abstract: Novel and photostable dimethylthiocarbamate (DMTC)-masked mycophenolic acid precursor is able to detect endogenous hypochlorite and doesn’t harm larval zebrafish's neuronal development.

Cited by 7 publications

References 49 publications

Lyso‐H₂S: A Mycophenolic Acid‐Derived Probe for Ultra‐Low Toxicity, Intracellular H₂S Detection, and Zebrafish Model Validation

Lyso‐H₂S: A Mycophenolic Acid‐Derived Probe for Ultra‐Low Toxicity, Intracellular H₂S Detection, and Zebrafish Model Validation

Progress in research of zinc ion fluorescent probes for biological imaging

A triphenylamine-thiophene-based fluorescent probe for the dual-channel detection and imaging of hypochlorite and viscosity in live cells

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Highly sensitive and rapid detection of hypochlorous acid in aqueous media and its bioimaging in live cells and zebrafish using an ESIPT-driven mycophenolic acid-based fluorescent probe

Abstract: Novel and photostable dimethylthiocarbamate (DMTC)-masked mycophenolic acid precursor is able to detect endogenous hypochlorite and doesn’t harm larval zebrafish's neuronal development.

Cited by 7 publications

References 49 publications

Lyso‐H2S: A Mycophenolic Acid‐Derived Probe for Ultra‐Low Toxicity, Intracellular H2S Detection, and Zebrafish Model Validation

Lyso‐H2S: A Mycophenolic Acid‐Derived Probe for Ultra‐Low Toxicity, Intracellular H2S Detection, and Zebrafish Model Validation

Progress in research of zinc ion fluorescent probes for biological imaging

A triphenylamine-thiophene-based fluorescent probe for the dual-channel detection and imaging of hypochlorite and viscosity in live cells

Contact Info

Product

Resources

About

Lyso‐H₂S: A Mycophenolic Acid‐Derived Probe for Ultra‐Low Toxicity, Intracellular H₂S Detection, and Zebrafish Model Validation

Lyso‐H₂S: A Mycophenolic Acid‐Derived Probe for Ultra‐Low Toxicity, Intracellular H₂S Detection, and Zebrafish Model Validation