A new coumarin-based “OFF–ON” fluorescent sensor for H2S detection in HeLa cells

Pakornsiri Sontisiri; Dusit Promrug; Dumrongkiet Arthan; Nathawut Choengchan; Panumart Thongyoo

doi:10.1016/j.saa.2024.125170

A new coumarin-based “OFF–ON” fluorescent sensor for H₂S detection in HeLa cells

Pakornsiri Sontisiri
, Dusit Promrug
, Dumrongkiet Arthan
, Nathawut Choengchan
, Panumart Thongyoo

Thammasat University
King Mongkut's Institute of Technology Ladkrabang

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

Abstract

A new “OFF–ON” coumarin-based fluorescent probe for H₂S detection was designed and successfully developed through O-sulfonylation between a dabsyl quencher and 7-hydroxy-4-methylcoumarin as a fluorescent reporter, based on a FRET approach. This H₂S responsive probe, utilizing H₂S assisted thiolysis of a sulfonate ester as the sensing strategy, demonstrated excellent performance towards H₂S with a limit of detection (LoD) of 1.64 µM, along with superb selectivity, good stability and high specificity towards H₂S without interference from other biomarkers and analytes. Moreover, dabsyl-7-hydroxy-4-methylcoumarin (dabsylcoumarin) is capable of permeating the cell membrane and effectively visualizing the level of H₂S in the living HeLa cells without cytotoxicity.

Original language	English
Article number	125170
Journal	Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume	326
DOIs	https://doi.org/10.1016/j.saa.2024.125170
Publication status	Published - 5 Feb 2025

Keywords

Coumarin
Fluorescent sensor
Hydrogen sulfide
Quencher

Access to Document

10.1016/j.saa.2024.125170

Cite this

@article{3d62e04d2dd641e39697ee3e6d38fcc2,

title = "A new coumarin-based {\textquotedblleft}OFF{\textendash}ON{\textquotedblright} fluorescent sensor for H2S detection in HeLa cells",

abstract = "A new {\textquotedblleft}OFF{\textendash}ON{\textquotedblright} coumarin-based fluorescent probe for H2S detection was designed and successfully developed through O-sulfonylation between a dabsyl quencher and 7-hydroxy-4-methylcoumarin as a fluorescent reporter, based on a FRET approach. This H2S responsive probe, utilizing H2S assisted thiolysis of a sulfonate ester as the sensing strategy, demonstrated excellent performance towards H2S with a limit of detection (LoD) of 1.64 µM, along with superb selectivity, good stability and high specificity towards H2S without interference from other biomarkers and analytes. Moreover, dabsyl-7-hydroxy-4-methylcoumarin (dabsylcoumarin) is capable of permeating the cell membrane and effectively visualizing the level of H2S in the living HeLa cells without cytotoxicity.",

keywords = "Coumarin, Fluorescent sensor, Hydrogen sulfide, Quencher",

author = "Pakornsiri Sontisiri and Dusit Promrug and Dumrongkiet Arthan and Nathawut Choengchan and Panumart Thongyoo",

note = "Publisher Copyright: {\textcopyright} 2024 Elsevier B.V.",

year = "2025",

month = feb,

day = "5",

doi = "10.1016/j.saa.2024.125170",

language = "English",

volume = "326",

journal = "Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy",

issn = "1386-1425",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - A new coumarin-based “OFF–ON” fluorescent sensor for H2S detection in HeLa cells

AU - Sontisiri, Pakornsiri

AU - Promrug, Dusit

AU - Arthan, Dumrongkiet

AU - Choengchan, Nathawut

AU - Thongyoo, Panumart

PY - 2025/2/5

Y1 - 2025/2/5

N2 - A new “OFF–ON” coumarin-based fluorescent probe for H2S detection was designed and successfully developed through O-sulfonylation between a dabsyl quencher and 7-hydroxy-4-methylcoumarin as a fluorescent reporter, based on a FRET approach. This H2S responsive probe, utilizing H2S assisted thiolysis of a sulfonate ester as the sensing strategy, demonstrated excellent performance towards H2S with a limit of detection (LoD) of 1.64 µM, along with superb selectivity, good stability and high specificity towards H2S without interference from other biomarkers and analytes. Moreover, dabsyl-7-hydroxy-4-methylcoumarin (dabsylcoumarin) is capable of permeating the cell membrane and effectively visualizing the level of H2S in the living HeLa cells without cytotoxicity.

AB - A new “OFF–ON” coumarin-based fluorescent probe for H2S detection was designed and successfully developed through O-sulfonylation between a dabsyl quencher and 7-hydroxy-4-methylcoumarin as a fluorescent reporter, based on a FRET approach. This H2S responsive probe, utilizing H2S assisted thiolysis of a sulfonate ester as the sensing strategy, demonstrated excellent performance towards H2S with a limit of detection (LoD) of 1.64 µM, along with superb selectivity, good stability and high specificity towards H2S without interference from other biomarkers and analytes. Moreover, dabsyl-7-hydroxy-4-methylcoumarin (dabsylcoumarin) is capable of permeating the cell membrane and effectively visualizing the level of H2S in the living HeLa cells without cytotoxicity.

KW - Coumarin

KW - Fluorescent sensor

KW - Hydrogen sulfide

KW - Quencher

UR - https://www.scopus.com/pages/publications/85204949472

U2 - 10.1016/j.saa.2024.125170

DO - 10.1016/j.saa.2024.125170

M3 - Article

AN - SCOPUS:85204949472

SN - 1386-1425

VL - 326

JO - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

JF - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

M1 - 125170

ER -

A new coumarin-based “OFF–ON” fluorescent sensor for H₂S detection in HeLa cells

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this