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一种具有大斯托克斯位移的红色发射荧光探针,用于实时跟踪活细胞中的半胱氨酸对谷胱甘肽和高半胱氨酸。

A red-emitting fluorescent probe with large Stokes shift for real-time tracking of cysteine over glutathione and homocysteine in living cells.

机构信息

State Key Laboratory of Fine Chemicals, Dalian University of Technology, 116024 Dalian, Liaoning, PR China; School of Life Science and Biotechnology, Dalian University of Technology, 116024 Dalian, Liaoning, PR China.

School of Life Science and Biotechnology, Dalian University of Technology, 116024 Dalian, Liaoning, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2019 May 5;214:469-475. doi: 10.1016/j.saa.2019.02.050. Epub 2019 Feb 19.

DOI:10.1016/j.saa.2019.02.050
PMID:30818148
Abstract

Fluorescent probes with high quality for highly selective detection of cysteine (Cys) are still urgently in demand because of the indispensable roles Cys plays in the biological systems. Herein, a red-emitting fluorescent probe CP was developed for the highly selective detection of Cys over glutathione (GSH) and homocysteine (Hcy) by incorporating acryloyl group as the recognition unit into the 2-(2-(4-hydroxystyryl)-6-methyl-4H-pyran-4-ylidene) malononitrile (P-OH) fluorophore which is characterized by red emission, noteworthy Stokes shift, and appreciable photostability. Basically, CP demonstrated appreciable sensing performance toward Cys including short response time of 4 min, high sensitivity with approximately 147-fold emission enhancement, low detection limit of 41.696 nM, and good selectivity both in the solution and living cells, indicating its promising potential of visualizing Cys in biological systems.

摘要

由于半胱氨酸 (Cys) 在生物系统中不可或缺的作用,因此对于高选择性检测半胱氨酸 (Cys) 的高质量荧光探针仍有迫切需求。在此,通过将丙烯酰基作为识别单元引入到以 2-(2-(4-羟基苯乙烯基)-6-甲基-4H-吡喃-4-亚基)丙二腈 (P-OH) 荧光团中,开发了一种红色发射荧光探针 CP,可高选择性地检测半胱氨酸 (Cys) 相对于谷胱甘肽 (GSH) 和高半胱氨酸 (Hcy)。该荧光团具有红色发射、显著的斯托克斯位移和可观的光稳定性。CP 对半胱氨酸 (Cys) 表现出良好的传感性能,包括 4 min 的短响应时间、约 147 倍的发射增强的高灵敏度、41.696 nM 的低检测限以及在溶液和活细胞中的良好选择性,表明其在生物系统中可视化半胱氨酸 (Cys) 的潜力巨大。

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