A two photon fluorescent probe for highly selective detection and endogenous imaging of hydrogen sulfide

Wan Yu Yang; Kathiresan Anusuyadevi; Ping Hsuan Lu; Natesan Thirumalaivasan; Wen Hsuan Lin; Sivan Velmathi; Shu Pao Wu

doi:10.1016/j.saa.2022.121043

A two photon fluorescent probe for highly selective detection and endogenous imaging of hydrogen sulfide

Wan Yu Yang, Kathiresan Anusuyadevi, Ping Hsuan Lu, Natesan Thirumalaivasan, Wen Hsuan Lin, Sivan Velmathi, Shu Pao Wu^*

^*Corresponding author for this work

Department of Applied Chemistry

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

10 Scopus citations

Abstract

Hydrogen sulfide (H₂S), one of redox-active sulfur species, is known as a signaling molecule and an antioxidant in biological tissues to maintain cellular functions. The development of selective and sensitive H₂S detection is important to understand the role of H₂S in vivo. Herein, a new two-photon probe NNE was developed to detect hydrogen sulfide using 6-acetyl-N-methyl-2-naphthylamine with an attachment of 7-nitrobenzo-oxadiazole. The probe NNE exhibits high selectivity towards hydrogen sulfide over other anions. Nucleophilic substitution of H₂S leads to a turn-on response with 28-fold enhancement in quantum yield (from 0.004 to 0.117). NNE shows a high sensitivity towards hydrogen sulfide with an extremely low detection limit at 6.8 nM. Furthermore, the probe NNE exhibits two-photon excited fluorescence, making it a suitable probe for monitoring H₂S distribution in live cells and tissues without background fluorescence interference.

Original language	English
Article number	121043
Journal	Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume	273
DOIs	https://doi.org/10.1016/j.saa.2022.121043
State	Published - 15 May 2022

Keywords

Endogenous cell imaging
Fluorescent probe
HS
Two-photon

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title = "A two photon fluorescent probe for highly selective detection and endogenous imaging of hydrogen sulfide",

abstract = "Hydrogen sulfide (H2S), one of redox-active sulfur species, is known as a signaling molecule and an antioxidant in biological tissues to maintain cellular functions. The development of selective and sensitive H2S detection is important to understand the role of H2S in vivo. Herein, a new two-photon probe NNE was developed to detect hydrogen sulfide using 6-acetyl-N-methyl-2-naphthylamine with an attachment of 7-nitrobenzo-oxadiazole. The probe NNE exhibits high selectivity towards hydrogen sulfide over other anions. Nucleophilic substitution of H2S leads to a turn-on response with 28-fold enhancement in quantum yield (from 0.004 to 0.117). NNE shows a high sensitivity towards hydrogen sulfide with an extremely low detection limit at 6.8 nM. Furthermore, the probe NNE exhibits two-photon excited fluorescence, making it a suitable probe for monitoring H2S distribution in live cells and tissues without background fluorescence interference.",

keywords = "Endogenous cell imaging, Fluorescent probe, HS, Two-photon",

author = "Yang, {Wan Yu} and Kathiresan Anusuyadevi and Lu, {Ping Hsuan} and Natesan Thirumalaivasan and {Hsuan Lin}, Wen and Sivan Velmathi and Wu, {Shu Pao}",

note = "Publisher Copyright: {\textcopyright} 2022 Elsevier B.V.",

year = "2022",

month = may,

day = "15",

doi = "10.1016/j.saa.2022.121043",

language = "English",

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

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T1 - A two photon fluorescent probe for highly selective detection and endogenous imaging of hydrogen sulfide

AU - Yang, Wan Yu

AU - Anusuyadevi, Kathiresan

AU - Lu, Ping Hsuan

AU - Thirumalaivasan, Natesan

AU - Hsuan Lin, Wen

AU - Velmathi, Sivan

AU - Wu, Shu Pao

PY - 2022/5/15

Y1 - 2022/5/15

N2 - Hydrogen sulfide (H2S), one of redox-active sulfur species, is known as a signaling molecule and an antioxidant in biological tissues to maintain cellular functions. The development of selective and sensitive H2S detection is important to understand the role of H2S in vivo. Herein, a new two-photon probe NNE was developed to detect hydrogen sulfide using 6-acetyl-N-methyl-2-naphthylamine with an attachment of 7-nitrobenzo-oxadiazole. The probe NNE exhibits high selectivity towards hydrogen sulfide over other anions. Nucleophilic substitution of H2S leads to a turn-on response with 28-fold enhancement in quantum yield (from 0.004 to 0.117). NNE shows a high sensitivity towards hydrogen sulfide with an extremely low detection limit at 6.8 nM. Furthermore, the probe NNE exhibits two-photon excited fluorescence, making it a suitable probe for monitoring H2S distribution in live cells and tissues without background fluorescence interference.

AB - Hydrogen sulfide (H2S), one of redox-active sulfur species, is known as a signaling molecule and an antioxidant in biological tissues to maintain cellular functions. The development of selective and sensitive H2S detection is important to understand the role of H2S in vivo. Herein, a new two-photon probe NNE was developed to detect hydrogen sulfide using 6-acetyl-N-methyl-2-naphthylamine with an attachment of 7-nitrobenzo-oxadiazole. The probe NNE exhibits high selectivity towards hydrogen sulfide over other anions. Nucleophilic substitution of H2S leads to a turn-on response with 28-fold enhancement in quantum yield (from 0.004 to 0.117). NNE shows a high sensitivity towards hydrogen sulfide with an extremely low detection limit at 6.8 nM. Furthermore, the probe NNE exhibits two-photon excited fluorescence, making it a suitable probe for monitoring H2S distribution in live cells and tissues without background fluorescence interference.

KW - Endogenous cell imaging

KW - Fluorescent probe

KW - HS

KW - Two-photon

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DO - 10.1016/j.saa.2022.121043

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SN - 1386-1425

VL - 273

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

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

M1 - 121043

ER -

A two photon fluorescent probe for highly selective detection and endogenous imaging of hydrogen sulfide

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Keywords

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