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一种基于 NBD 的新型荧光开启探针,用于活细胞中半胱氨酸和同型半胱氨酸的检测。

A novel NBD-based fluorescent turn-on probe for the detection of cysteine and homocysteine in living cells.

机构信息

Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Kaifeng 475004, PR China.

Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Kaifeng 475004, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2018 Mar 5;192:52-58. doi: 10.1016/j.saa.2017.10.064. Epub 2017 Oct 28.

Abstract

Biothiols, such as cysteine (Cys), homocysteine (Hcy) and glutathione (GSH), are involved in a number of biological processes and play crucial roles in biological systems. Thus, the detection of biothiols is highly important for early diagnosis of diseases and evaluation of disease progression. Herein, we developed a new turn-on fluorescent probe 1 based on 7-nitro-2,1,3-benzoxadiazole (NBD) with high selectivity and sensitivity for Cys/Hcy on account of nucleophilic substitution and Smiles rearrangement reaction. The probe could sense Cys/Hcy rapidly, the intensity of fluorescence increased immediately within 1min. Furthermore, the probe is low toxic and has been successfully applied to detect intracellular Cys/Hcy by cell fluorescence imaging in living normal and cancer cells.

摘要

生物硫醇,如半胱氨酸(Cys)、同型半胱氨酸(Hcy)和谷胱甘肽(GSH),参与许多生物过程,并在生物系统中发挥关键作用。因此,生物硫醇的检测对于疾病的早期诊断和疾病进展的评估非常重要。在此,我们基于 7-硝基-2,1,3-苯并恶二唑(NBD)开发了一种新的基于亲核取代和 Smiles 重排反应的对 Cys/Hcy 具有高选择性和高灵敏度的荧光探针 1。该探针能够快速感应 Cys/Hcy,荧光强度在 1min 内立即增加。此外,该探针具有低毒性,并已成功应用于通过活正常和癌细胞中的细胞荧光成像来检测细胞内 Cys/Hcy。

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