Department of Chemical and Materials Engineering, Lvliang University, Lvliang 033001, P. R. China.
School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan 030006, P. R. China.
J Mater Chem B. 2024 May 29;12(21):5157-5161. doi: 10.1039/d4tb00478g.
The ability to detect and visualize cellular events and associated biological analytes is essential for the understanding of their physiological and pathological functions. Cysteine (Cys) plays a crucial role in biological systems and lysosomal homeostasis. This puts forward higher requirements on the performance of the probe. Herein, we rationally designed a coumarin-based probe for the reversible, specific, sensitive, and rapid detection of Cys based on pH regulating reactivity. The obtained probe (ECMA) introduces a morpholine moiety to target lysosomes, and α,β-unsaturated-ketone with an electron-withdrawing CN group served as a reversible reaction site for Cys. Importantly, ECMA was successfully applied to the real-time monitoring of Cys dynamics in living cells. Furthermore, cell imaging clearly revealed that exogenous Cys could induce the up-regulation of lysosomal ROS, which provided a powerful tool for investigating the relationship between oxidative stress and lysosomal Cys.
检测和可视化细胞事件及相关生物分析物的能力对于理解它们的生理和病理功能至关重要。半胱氨酸（Cys）在生物系统和溶酶体动态平衡中起着关键作用。这对探针的性能提出了更高的要求。本文基于 pH 调节反应性，合理设计了一种基于香豆素的探针，用于可逆、特异、灵敏、快速检测 Cys。所得探针（ECMA）引入吗啉基以靶向溶酶体，α,β-不饱和-酮带有吸电子 CN 基团作为 Cys 的可逆反应位点。重要的是，ECMA 成功地应用于活细胞中 Cys 动力学的实时监测。此外，细胞成像清楚地表明，外源性 Cys 可以诱导溶酶体 ROS 的上调，这为研究氧化应激与溶酶体 Cys 之间的关系提供了有力工具。
