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一系列基于 BODIPY 的探针,用于活细胞中半胱氨酸和同型半胱氨酸的检测。

A series of BODIPY-based probes for the detection of cysteine and homocysteine in living cells.

机构信息

Key Laboratory for Special Functional Materials of the Ministry of Education, Henan University, Kaifeng 475004, PR China.

Key Laboratory for Special Functional Materials of the Ministry of Education, Henan University, Kaifeng 475004, PR China.

出版信息

Talanta. 2019 Apr 1;195:281-289. doi: 10.1016/j.talanta.2018.11.066. Epub 2018 Nov 22.

DOI:10.1016/j.talanta.2018.11.066
PMID:30625544
Abstract

Biothiols, such as glutathione (GSH), homocysteine (Hcy) and cysteine (Cys), are important biomarkers and play crucial roles in many physiological processes. Thus, the detection of biothiols is highly important for early diagnosis of diseases and evaluation of disease progression. Herein, new types of BODIPY-based fluorescent probes (probe 1, probe 2 and probe 3) capable of cysteine (Cys)/homocysteine (Hcy) sensing with high selectivity over other amino acids were developed. In addition, we further studied the influence of different electronegativity substituents on these probes to sensing Cys/Hcy. Ultimately, we concluded that the electron withdrawing group on probe 1 can accelerate the probe response to Cys/Hcy, and probe 1 was successfully applied for selective imaging Cys/Hcy in living cells.

摘要

生物硫醇,如谷胱甘肽 (GSH)、同型半胱氨酸 (Hcy) 和半胱氨酸 (Cys),是重要的生物标志物,在许多生理过程中发挥着关键作用。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,我们开发了新型基于 BODIPY 的荧光探针(探针 1、探针 2 和探针 3),它们能够高选择性地检测半胱氨酸 (Cys)/同型半胱氨酸 (Hcy),而对其他氨基酸没有选择性。此外,我们进一步研究了不同电负性取代基对这些探针检测 Cys/Hcy 的影响。最终,我们得出结论,探针 1 上的吸电子基团可以加速探针对 Cys/Hcy 的响应,并且探针 1 成功地应用于活细胞中 Cys/Hcy 的选择性成像。

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