Weitao Xing , Kaili Yang , Yonglong Zhu , Xinyi Li , Yan Zhang , Linxia Guo , Jing-Yuan Ge , Yang Bai , Zhongyan Chen
{"title":"合理设计一种近红外荧光探针,用于快速监测活细胞和药物性肝损伤小鼠的羧酸酯酶","authors":"Weitao Xing , Kaili Yang , Yonglong Zhu , Xinyi Li , Yan Zhang , Linxia Guo , Jing-Yuan Ge , Yang Bai , Zhongyan Chen","doi":"10.1016/j.aca.2025.343782","DOIUrl":null,"url":null,"abstract":"<div><h3>Background</h3><div>Carboxylesterase (CE) is an important enzyme that mainly exists in liver cells and can catalyze the hydrolysis of esters in a variety of pharmaceuticals and xenobiotics. Real-time and non-invasive imaging of CE is of great significance for the study of CE-related metabolic diseases. Although fluorescence sensing technology is considered a promising candidate, the slow response rate (> 60 min), low sensitivity, and short emission wavelength (<650 nm) of most CE probes limit their practical application. Therefore, it is significant and urgent to develop novel fluorescent probes for the rapid diagnosis of CE-related diseases.</div></div><div><h3>Results</h3><div>Herein, a near-infrared fluorescent probe, <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong>, has been developed by introducing acetyl as the CE recognition unit into the fluorophore <em>meso</em>-trifluoromethyl-BODIP for the detection of CE. <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong> exhibited a remarkable fluorescence enhancement at 690 nm for CE with a limit of detection of 7.9 × 10<sup>−4</sup> U/mL. Importantly, the fast response kinetics (within 3 min) make <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong> superior to most reported probes. The emission turn-on mechanism was confirmed by theoretical calculation, revealing that after the hydrolysis of <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong>, the intramolecular charge transfer process leads to strong fluorescence. Furthermore, <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong> has been successfully applied to real-time imaging of endogenous CE changes in living cells and to imaging CE activity differences between tumor and normal cells. In addition, <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong> has been successfully used to track CE abnormalities in acetaminophen-induced liver injury model mice.</div></div><div><h3>Significance</h3><div>A NIR fluorescent probe <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong> was developed to effectively <u>track</u> the dynamic change of CE fluctuation in living cells and mice, with potential applications in the diagnosis of CE-related diseases.</div></div>","PeriodicalId":240,"journal":{"name":"Analytica Chimica Acta","volume":"1346 ","pages":"Article 343782"},"PeriodicalIF":6.0000,"publicationDate":"2025-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Rational design of a near-infrared fluorescent probe for rapid monitoring of carboxylesterase in live cells and drug-induced liver injury mice\",\"authors\":\"Weitao Xing , Kaili Yang , Yonglong Zhu , Xinyi Li , Yan Zhang , Linxia Guo , Jing-Yuan Ge , Yang Bai , Zhongyan Chen\",\"doi\":\"10.1016/j.aca.2025.343782\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><h3>Background</h3><div>Carboxylesterase (CE) is an important enzyme that mainly exists in liver cells and can catalyze the hydrolysis of esters in a variety of pharmaceuticals and xenobiotics. Real-time and non-invasive imaging of CE is of great significance for the study of CE-related metabolic diseases. Although fluorescence sensing technology is considered a promising candidate, the slow response rate (> 60 min), low sensitivity, and short emission wavelength (<650 nm) of most CE probes limit their practical application. Therefore, it is significant and urgent to develop novel fluorescent probes for the rapid diagnosis of CE-related diseases.</div></div><div><h3>Results</h3><div>Herein, a near-infrared fluorescent probe, <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong>, has been developed by introducing acetyl as the CE recognition unit into the fluorophore <em>meso</em>-trifluoromethyl-BODIP for the detection of CE. <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong> exhibited a remarkable fluorescence enhancement at 690 nm for CE with a limit of detection of 7.9 × 10<sup>−4</sup> U/mL. Importantly, the fast response kinetics (within 3 min) make <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong> superior to most reported probes. The emission turn-on mechanism was confirmed by theoretical calculation, revealing that after the hydrolysis of <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong>, the intramolecular charge transfer process leads to strong fluorescence. Furthermore, <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong> has been successfully applied to real-time imaging of endogenous CE changes in living cells and to imaging CE activity differences between tumor and normal cells. In addition, <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong> has been successfully used to track CE abnormalities in acetaminophen-induced liver injury model mice.</div></div><div><h3>Significance</h3><div>A NIR fluorescent probe <strong>CF</strong><sub><strong>3</strong></sub><strong>-BDP-CE</strong> was developed to effectively <u>track</u> the dynamic change of CE fluctuation in living cells and mice, with potential applications in the diagnosis of CE-related diseases.</div></div>\",\"PeriodicalId\":240,\"journal\":{\"name\":\"Analytica Chimica Acta\",\"volume\":\"1346 \",\"pages\":\"Article 343782\"},\"PeriodicalIF\":6.0000,\"publicationDate\":\"2025-02-08\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Analytica Chimica Acta\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S000326702500176X\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ANALYTICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Analytica Chimica Acta","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S000326702500176X","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ANALYTICAL","Score":null,"Total":0}
Rational design of a near-infrared fluorescent probe for rapid monitoring of carboxylesterase in live cells and drug-induced liver injury mice
Background
Carboxylesterase (CE) is an important enzyme that mainly exists in liver cells and can catalyze the hydrolysis of esters in a variety of pharmaceuticals and xenobiotics. Real-time and non-invasive imaging of CE is of great significance for the study of CE-related metabolic diseases. Although fluorescence sensing technology is considered a promising candidate, the slow response rate (> 60 min), low sensitivity, and short emission wavelength (<650 nm) of most CE probes limit their practical application. Therefore, it is significant and urgent to develop novel fluorescent probes for the rapid diagnosis of CE-related diseases.
Results
Herein, a near-infrared fluorescent probe, CF3-BDP-CE, has been developed by introducing acetyl as the CE recognition unit into the fluorophore meso-trifluoromethyl-BODIP for the detection of CE. CF3-BDP-CE exhibited a remarkable fluorescence enhancement at 690 nm for CE with a limit of detection of 7.9 × 10−4 U/mL. Importantly, the fast response kinetics (within 3 min) make CF3-BDP-CE superior to most reported probes. The emission turn-on mechanism was confirmed by theoretical calculation, revealing that after the hydrolysis of CF3-BDP-CE, the intramolecular charge transfer process leads to strong fluorescence. Furthermore, CF3-BDP-CE has been successfully applied to real-time imaging of endogenous CE changes in living cells and to imaging CE activity differences between tumor and normal cells. In addition, CF3-BDP-CE has been successfully used to track CE abnormalities in acetaminophen-induced liver injury model mice.
Significance
A NIR fluorescent probe CF3-BDP-CE was developed to effectively track the dynamic change of CE fluctuation in living cells and mice, with potential applications in the diagnosis of CE-related diseases.
期刊介绍:
Analytica Chimica Acta has an open access mirror journal Analytica Chimica Acta: X, sharing the same aims and scope, editorial team, submission system and rigorous peer review.
Analytica Chimica Acta provides a forum for the rapid publication of original research, and critical, comprehensive reviews dealing with all aspects of fundamental and applied modern analytical chemistry. The journal welcomes the submission of research papers which report studies concerning the development of new and significant analytical methodologies. In determining the suitability of submitted articles for publication, particular scrutiny will be placed on the degree of novelty and impact of the research and the extent to which it adds to the existing body of knowledge in analytical chemistry.