A turn-on fluorescence probe for imaging tyrosinase at the wound site in broken tail of zebrafish

Chen, Dingguo; Ji, Yuan; Sun, Shiran; Pu, Shouzhi

doi:10.1016/j.bioorg.2024.107298

Bioorganic Chemistry

2024

DOI: 10.1016/j.bioorg.2024.107298

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A turn-on fluorescence probe for imaging tyrosinase at the wound site in broken tail of zebrafish

Dingguo Chen,

Yuan Ji,

Shiran Sun

et al.

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Cited by 3 publications

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Investigation of the Inhibitory Activity of β‐Arbutin and its Analogues on Tyrosinase Based on Molecular Docking and Enzyme Inhibition Kinetics

Lv,

Yao,

Han

et al. 2024

Chemistry & Biodiversity

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β‐Arbutin, a natural glucoside hydroquinone derivative known for its skin‐whitening properties through tyrosinase inhibition in melanin synthesis, may pose potential risks of allergy and carcinogenicity due to the release of hydroquinone during use. This study explores the inhibitory effects of phenyl‐β‐D‐pyranoglucoside (compound 1), 4‐methoxyphenyl‐β‐D‐pyranoglucoside (compound 2), 4‐hydroxymethylphenyl‐β‐D‐pyranoglucoside (compound 3), and β‐arbutin (compound 4) on tyrosinase using enzyme kinetics, molecular docking, and molecular dynamics simulations. Results show compounds 1, 3, and 4 exhibit competitive inhibition, while compound 2 shows mixed inhibition. Docking analysis reveals phenyl rings of all compounds interact with the enzyme's active site, with compound 3 forming a metal bond with copper ions. MD simulations indicate high stability for compounds 2, 3, and 4, with compound 3 showing the lowest RMSD and compact Rg, suggesting stronger binding. Compound 1 is less stable and less inhibitory. These insights are valuable for designing effective tyrosinase inhibitors.

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Investigation of the Inhibitory Activity of β‐Arbutin and its Analogues on Tyrosinase Based on Molecular Docking and Enzyme Inhibition Kinetics

Lv,

Yao,

Han

et al. 2024

Chemistry & Biodiversity

View full text Add to dashboard Cite

show abstract

Simultaneous visualization of lipid droplets and tracking of the endogenous hypochlorous acid in psoriatic mice models with a novel fluorescent probe in a wash-free fashion

Zhao,

Hu,

et al. 2024

Bioorganic Chemistry

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Recent progress towards the development of fluorescent probes for the detection of disease-related enzymes

Mishra,

Mishra

2025

J. Mater. Chem. B

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A turn-on fluorescence probe for imaging tyrosinase at the wound site in broken tail of zebrafish

Cited by 3 publications

References 47 publications

Investigation of the Inhibitory Activity of β‐Arbutin and its Analogues on Tyrosinase Based on Molecular Docking and Enzyme Inhibition Kinetics

Investigation of the Inhibitory Activity of β‐Arbutin and its Analogues on Tyrosinase Based on Molecular Docking and Enzyme Inhibition Kinetics

Simultaneous visualization of lipid droplets and tracking of the endogenous hypochlorous acid in psoriatic mice models with a novel fluorescent probe in a wash-free fashion

Recent progress towards the development of fluorescent probes for the detection of disease-related enzymes

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