A near-infrared fluorescent probe for visualizing transformation pathway of Cys/Hcy and H2S and its applications in living system

Yudi Cheng ¹Xiao Wang ²Jiao Chen ¹Zihan Zhang ²Jiadong Ou ²Mengyao She ¹Fulin Chen ³Jianli Li²

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作者信息

1. Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education,Xi'an Key Laboratory of Functional Supramolecular Structure and Materials,College of Chemistry & Materials Science,Northwest University,Xi'an 710127,China;Key Laboratory of Resource Biology and Biotechnology in Western China,Ministry of Education,Biomedicine Key Laboratory of Shaanxi Province,Lab of Tissue Engineering,the College of Life Sciences,Faculty of Life Science & Medicine,Northwest University,Xi'an 710069,China
2. Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education,Xi'an Key Laboratory of Functional Supramolecular Structure and Materials,College of Chemistry & Materials Science,Northwest University,Xi'an 710127,China
3. Key Laboratory of Resource Biology and Biotechnology in Western China,Ministry of Education,Biomedicine Key Laboratory of Shaanxi Province,Lab of Tissue Engineering,the College of Life Sciences,Faculty of Life Science & Medicine,Northwest University,Xi'an 710069,China
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Abstract

Sulfydryl-contained(-SH)substances including hydrogen sulfide(H2S),cysteine(Cys),homocysteine(Hcy)and glutathione(GSH)play crucial roles in living systems,and their variations are closely associated with various diseases.Herein,we developed a near-infrared intramolecular charge transfer(ICT)based fluores-cent probe Y-NBD,achieving detection of Cys/Hcy and H2S with different fluorescent signals(green-red for Cys/Hcy,red for H2S),large Stokes shifts(～100/105nm or 191 nm)and high signal-background-ratio,but not responding to GSH.Y-NBD was successfully applied to image exogenous/endogenous Cys/Hcy and H2S in various living cancer cells(HeLa,A549,and HepG2)and in zebrafish.It not only visualized the transformation pathway of several thiols in HepG2 cells but also verified that the intestine is the main site for the activation and metabolism of Y-NBD in zebrafish,as well as realized to evaluate the degree of drug-induced liver injury.This work provides a promising tool for imaging Cys/Hcy and H2S in living systems and shows great potency in evaluating drug-induced liver injury and its treatment.

Key words

Fluorescent probe/Near-infrared/Hydrogen sulfide/Cysteine/homocysteine/Large Stokes shift/Dicyanoisophorone/Drug-induced liver injury

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基金项目

国家自然科学基金(22077099)

国家自然科学基金(22171223)

Innovation Capability Support Program of Shaanxi(2023-CX-TD-75)

Innovation Capability Support Program of Shaanxi(2022KJXX-32)

Technology Innovation Leading Program of Shaanxi(2023KXJ-209)

陕西省自然科学基金(2022JQ-151)

陕西省自然科学基金(2023-JC-YB-141)

Young Talent Fund of Association for Science and Technology in Shaanxi,China(SWYY202206)

Shaanxi Fundamental Science Research Project for Chemistry & Biology(22JHZ010)

Shaanxi Fundamental Science Research Project for Chemistry & Biology(22JHQ080)

Yan'an City Science and Technology Project(2022SLZDCY-002)

出版年

2024

中国化学快报(英文版)

中国化学会

中国化学快报(英文版)

CSTPCDCSCD

影响因子：0.771

ISSN：1001-8417

参考文献量58

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