Hymecromone naphthoquinone ethers as probes for hydrogen sulfide detection

Autor: Marcin Szala, Radosław Podsiadły, Małgorzata Świerczyńska, Jaroslaw Romanski, Jolanta Kolińska, Daniel Słowiński, Aleksandra Grzelakowska
Rok vydání: 2021
Předmět:
Zdroj: Dyes and Pigments. 196:109765
ISSN: 0143-7208
DOI: 10.1016/j.dyepig.2021.109765
Popis: Hydrogen sulfide (H2S), as one of the important gasotransmitters, plays an essential role in a many physiological and pathological processes. Commonly used methods for real-time detection and quantification of H2S are rather complicated. This report presents a simple fluorescence and colorimetry dual-mode assay based on ethers (Nq-Cm and Nq-2Cm) derived from hymecromone (7-hydroxy-4-methylcoumarin, Cm) and naphthoquinone (Nq). In these compounds an electron-deficient naphthoquinone unit was used as a suitable reagent for nucleophilic aromatic substitution (SNAr) reaction. Thiolysis of Nq-Cm and Nq-2Cm at physiological pH releases Cm and causes an significant fluorescence enhancement at 448 nm (with excitation at 320 nm). At the same time, the resulting naphthoquinone derivative Nq-2SH causes the solution a purple color, which allows naked-eye detection. Thus Nq-Cm and Nq-2Cm are colorimetrically selective for H2S. The efficacy of the Nq-Cm and Nq-2Cm were demonstrated in buffer with associated submicromolar detection limit as low as 130 nM and 150 nM, respectively. Presented results suggest that both probes are excellent quantitative detection tool for H2S.
Databáze: OpenAIRE