A Hydroxytricyanopyrrole-Based Fluorescent Probe for Sensitive and Selective Detection of Hypochlorous Acid

被引:8
|
作者
Zeng, Chunhua [1 ,2 ,3 ,4 ]
Chen, Zhengjun [1 ,2 ,3 ,4 ]
Yang, Mingyan [1 ,2 ,3 ,4 ]
Lv, Jiajia [1 ,2 ,3 ,4 ]
Li, Hongyu [1 ,2 ,3 ,4 ]
Gao, Jie [1 ,2 ,3 ,4 ]
Yuan, Zeli [1 ,2 ,3 ,4 ]
机构
[1] Zunyi Med Univ, Key Lab Basic Pharmacol, Minist Educ, 6 West Xuefu Rd, Zunyi 563000, Guizhou, Peoples R China
[2] Zunyi Med Univ, Minist Educ, Joint Int Res Lab Ethnomed, 6 West Xuefu Rd, Zunyi 563000, Guizhou, Peoples R China
[3] Zunyi Med Univ, Sch Pharm, Key Lab Biocatalysis & Chiral Drug Synth Guizhou, 6 West Xuefu Rd, Zunyi 563000, Guizhou, Peoples R China
[4] Zunyi Med Univ, Guizhou Int Sci & Technol Cooperat Base Med Photo, 6 West Xuefu Rd, Zunyi 563000, Guizhou, Peoples R China
来源
MOLECULES | 2022年 / 27卷 / 21期
关键词
reactive oxygen species; hypochlorous acid; fluorescence; hydroxytricyanopyrrole; intramolecular charge transfer; OXIDATIVE STRESS; LIVING CELLS; HOCL; RHODAMINE; BODIPY; HCLO; INACTIVATION; PROTEINS; TISSUES;
D O I
10.3390/molecules27217237
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Hypochlorous acid (HOCl) is a reactive substance that reacts with most biomolecules and is essential in physiological and pathological processes. Abnormally elevated HOCl levels may cause inflammation and other disease responses. To further understand its key role in inflammation, HOCl must be detected in situ. Here, we designed a hydroxytricyanopyrrole-based small-molecule fluorescent probe (HTCP-NTC) to monitor and identify trace amounts of HOCl in biological systems. In the presence of HOCl, HTCP-NTC released hydroxyl groups that emit strong fluorescence covering a wide wavelength range from the visible to near-infrared region owing to the resumption of the intramolecular charge transfer process. Additionally, HTCP-NTC demonstrated a 202-fold fluorescence enhancement accompanied by a large Stokes shift and a low detection limit (21.7 nM). Furthermore, HTCP-NTC provided a rapid response to HOCl within 18 s, allowing real-time monitoring of intracellular HOCl. HTCP-NTC exhibited rapid kinetics and biocompatibility, allowing effective monitoring of the exogenous and endogenous HOCl fluctuations in living cells. Finally, based on fluorescence imaging, HTCP-NTC is a potential method for understanding the relationship between inflammation and HOCl.
引用
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页数:13
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