A biothiols and H2O2 responsive fluorescence probe for selective cancer imaging

IF 1.7 4区 化学 Bulletin of the Korean Chemical Society Pub Date : 2023-12-26 DOI:10.1002/bkcs.12811
Nan Yin, Guixin Qin, Yuting Wang, Jiali Tang, Xin Yao, Qingling Xu
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Abstract

Identification of cancer from normal tissues is important for early diagnosis of cancer. Combined detection of multiple tumor markers is important for accurate diagnosis. It is urgent to develop fluorescent probes that are responsive to multiple cancer characterizations for selective cancer imaging. Herein, we designed a novel near-infrared (NIR) fluorescent probe (IRAPA) using a hemi-cyanine skeleton as fluorophore and 3-acrylamidopropanoic ester as recognizing unit that is responsive to both oxidative and reductive molecules. IRAPA has faint fluorescence emission as the intramolecular charge transfer (ICT) process is blocked. H2O2, glutathione (GSH) and cysteine (Cys) can individually induce the hydrolysis of ester bond and give fluorescent NIR IROH. IRAPA shows low cytotoxicity and produces strong fluorescence specifically in cancer cells/tissues. While the normal cells/tissues showed very weak fluorescence. Moreover, IRAPA shows higher differences between cancer and normal cells compared to probes that only response to biothiols or ROS.

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用于选择性癌症成像的生物硫醇和 H2O2 响应型荧光探针
从正常组织中识别癌症对癌症的早期诊断非常重要。多种肿瘤标记物的联合检测对准确诊断非常重要。当务之急是开发能对多种癌症特征做出反应的荧光探针,用于选择性癌症成像。在此,我们设计了一种新型近红外(NIR)荧光探针(IRAPA),它以半胱氨酸骨架为荧光团,3-丙烯酰胺丙酸酯为识别单元,对氧化分子和还原分子均有反应。由于分子内电荷转移(ICT)过程受阻,IRAPA 会发出微弱的荧光。H2O2、谷胱甘肽(GSH)和半胱氨酸(Cys)可单独诱导酯键水解并发出荧光近红外 IROH。IRAPA 的细胞毒性较低,尤其在癌细胞/组织中能产生强烈的荧光。而正常细胞/组织则显示出非常微弱的荧光。此外,与只对生物硫醇或 ROS 作出反应的探针相比,IRAPA 在癌细胞和正常细胞之间显示出更大的差异。
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来源期刊
Bulletin of the Korean Chemical Society
Bulletin of the Korean Chemical Society Chemistry-General Chemistry
自引率
23.50%
发文量
182
期刊介绍: The Bulletin of the Korean Chemical Society is an official research journal of the Korean Chemical Society. It was founded in 1980 and reaches out to the chemical community worldwide. It is strictly peer-reviewed and welcomes Accounts, Communications, Articles, and Notes written in English. The scope of the journal covers all major areas of chemistry: analytical chemistry, electrochemistry, industrial chemistry, inorganic chemistry, life-science chemistry, macromolecular chemistry, organic synthesis, non-synthetic organic chemistry, physical chemistry, and materials chemistry.
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