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基于硒-硫交换反应的比率型近红外荧光探针定量检测半胱氨酸氢过硫化物

Quantification of cysteine hydropersulfide with a ratiometric near-infrared fluorescent probe based on selenium-sulfur exchange reaction.

作者信息

Han Xiaoyue, Yu Fabiao, Song Xinyu, Chen Lingxin

机构信息

Key Laboratory of Coastal Environmental Processes and Ecological Remediation , Yantai Institute of Coastal Zone Research , Chinese Academy of Sciences , Yantai 264003 , China . Email:

University of Chinese Academy of Sciences , Beijing 100049 , China.

出版信息

Chem Sci. 2016 Aug 1;7(8):5098-5107. doi: 10.1039/c6sc00838k. Epub 2016 Apr 11.

DOI:10.1039/c6sc00838k
PMID:30155159
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6020118/
Abstract

Cysteine hydropersulfide (Cys-SSH) plays primary roles in the synthesis of sulfur-containing cofactors, regulation of cellular signaling, activation or inactivation of enzyme activities, and modulation of cellular redox milieu. However, its biofunctions need to be further addressed due to the fact that many issues remain to be clarified. Herein, we conceive a novel ratiometric near-infrared fluorescent probe for the sensitive and selective detection of Cys-SSH in living cells and for the first time. is composed of three moieties: bis(2-hydroxyethyl) diselenide, heptamethine cyanine, and d-galactose. exhibits a satisfactory linear ratio response to Cys-SSH a selenium-sulfur exchange reaction in the range of 0-12 μM Cys-SSH. The experimental detection limit is determined to be 0.12 μM. The results of ratio imaging analyses confirm the qualitative and quantitative detection capabilities of in HepG2 cells, HL-7702 cells, and primary hepatocytes. The level changes of Cys-SSH in cells stimulated by some related reagents are also observed. The probe is also suitable for deep tissue ratio imaging. Organ targeting tests with in normal Spraque-Dawley (SD) rats and Walker-256 tumor SD rats verify its predominant localization in the liver. The probe is promising for revealing the roles of Cys-SSH in physiological and pathological processes.

摘要

半胱氨酸氢过硫化物(Cys-SSH)在含硫辅因子的合成、细胞信号调节、酶活性的激活或失活以及细胞氧化还原环境的调节中起主要作用。然而,由于许多问题仍有待阐明,其生物学功能需要进一步研究。在此,我们首次构思了一种新型比率近红外荧光探针,用于灵敏且选择性地检测活细胞中的Cys-SSH。该探针由三个部分组成:双(2-羟乙基)二硒化物、七甲川花菁和D-半乳糖。在0-12 μM Cys-SSH范围内,通过硒-硫交换反应,该探针对Cys-SSH表现出令人满意的线性比率响应。实验确定的检测限为0.12 μM。比率成像分析结果证实了该探针在HepG2细胞、HL-7702细胞和原代肝细胞中的定性和定量检测能力。还观察到一些相关试剂刺激后细胞中Cys-SSH水平的变化。该探针也适用于深部组织比率成像。在正常Spraque-Dawley(SD)大鼠和Walker-256肿瘤SD大鼠中使用该探针进行的器官靶向测试证实了其在肝脏中的主要定位。该探针有望用于揭示Cys-SSH在生理和病理过程中的作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/4898f04bc827/c6sc00838k-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/1a04fb8dc5e9/c6sc00838k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/6661cead2e5a/c6sc00838k-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/cb60c1e516cb/c6sc00838k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/ccc1c98a5168/c6sc00838k-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/e95bdfaa8394/c6sc00838k-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/4898f04bc827/c6sc00838k-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/1a04fb8dc5e9/c6sc00838k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/6661cead2e5a/c6sc00838k-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/cb60c1e516cb/c6sc00838k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/ccc1c98a5168/c6sc00838k-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/e95bdfaa8394/c6sc00838k-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3aee/6020118/4898f04bc827/c6sc00838k-f4.jpg

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