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用于检测活细胞和荷瘤小鼠粘度的大斯托克斯位移红色荧光探针。

A Red-Emission Fluorescent Probe with Large Stokes Shift for Detection of Viscosity in Living Cells and Tumor-Bearing Mice.

机构信息

School of Pharmaceutical Engineering, Chongqing Chemical Industry Vocational College, Chongqing 401220, China.

State Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Science, Guangxi Normal University, Guilin 541004, China.

出版信息

Molecules. 2024 Apr 26;29(9):1993. doi: 10.3390/molecules29091993.

Abstract

Abnormal viscosity is closely related to the occurrence of many diseases, such as cancer. Therefore, real-time detection of changes in viscosity in living cells is of great importance. Fluorescent molecular rotors play a critical role in detecting changes in cellular viscosity. Developing red emission viscosity probes with large Stokes shifts and high sensitivity and specificity remains an urgent and important topic. Herein, a novel viscosity-sensitive fluorescent probe (TCF-VIS1) with a large stokes shift and red emission was prepared based on the 2-dicyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran (TCF) skeleton. Due to intramolecular rotation, the probe itself does not fluorescence at low viscosity. With the increase in viscosity, the rotation of TCF-VIS1 is limited, and its fluorescence is obviously enhanced. The probe has the advantages of simple preparation, large Stokes shift, good sensitivity and selectivity, and low cytotoxicity, which make it successfully used for viscosity detection in living cells. Moreover, TCF-VIS1 showed its potential for cancer diagnosis at the cell level and in tumor-bearing mice by detecting viscosity. Therefore, the probe is expected to enrich strategies for the detection of viscosity in biological systems and offer a potential tool for cancer diagnosis.

摘要

异常的粘度与许多疾病的发生密切相关,例如癌症。因此,实时检测活细胞中粘度的变化非常重要。荧光分子转子在检测细胞粘度变化方面起着关键作用。开发具有大斯托克斯位移和高灵敏度及特异性的红色发射粘度探针仍然是一个紧迫而重要的课题。在此,基于 2-二氰基乙烯基-3-氰基-4,5,5-三甲基-2,5-二氢呋喃(TCF)骨架,我们制备了一种新型的粘度敏感的荧光探针(TCF-VIS1),具有大斯托克斯位移和红色发射。由于分子内旋转,探针本身在低粘度时没有荧光。随着粘度的增加,TCF-VIS1 的旋转受到限制,其荧光明显增强。该探针具有制备简单、斯托克斯位移大、灵敏度和选择性好、细胞毒性低等优点,使其成功应用于活细胞的粘度检测。此外,TCF-VIS1 通过检测粘度,在细胞水平和荷瘤小鼠中显示出用于癌症诊断的潜力。因此,该探针有望丰富生物体系中粘度检测的策略,并为癌症诊断提供一种潜在的工具。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a53b/11085742/ac68a9ce241a/molecules-29-01993-sch001.jpg

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