School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou 325035, China.
The Affiliated Xiangshan Hospital of Wenzhou Medical University: Xiangshan First People's Hospital Medical and Health Group, Xiangshan 315700, China.
Anal Methods. 2024 Feb 1;16(5):686-694. doi: 10.1039/d3ay01965a.
Cysteine (Cys) and homocysteine (Hcy) are important biothiols in living organisms. They play important roles in a variety of physiological and pathological processes. Therefore, it is very important to design an optical probe for the selective detection of Cys/Hcy. Herein, we report the design and synthesis of a fluorescent probe NBD-B-T based on a boron-dipyrromethene (BODIPY) structure, which showed an excellent lysosome targeting ability and an outstanding Cys/Hcy detection capacity. For NBD-B-T, the sensing group 7-nitro-2,1,3-benzoxadiazole (NBD) and the lysosomal targeting group morpholine were introduced. The results show that the NBD-B-T probe can detect Cys/Hcy with fluorescence emission turn-on performance. The low detection limits of this probe are about 76.0 nM for Hcy and 97.6 nM for Cys, respectively. The NBD-B-T probe has a low detection limit, high stability, and excellent selectivity and sensitivity. More importantly, the NBD-B-T can target lysosome, and simultaneously detect the Cys/Hcy in living cells.
半胱氨酸（Cys）和同型半胱氨酸（Hcy）是生物体内重要的生物硫醇。它们在多种生理和病理过程中发挥着重要作用。因此，设计一种用于选择性检测 Cys/Hcy 的光学探针非常重要。在此，我们报告了一种基于硼二吡咯甲烷（BODIPY）结构的荧光探针 NBD-B-T 的设计和合成，该探针具有出色的溶酶体靶向能力和出色的 Cys/Hcy 检测能力。对于 NBD-B-T，引入了传感基团 7-硝基-2,1,3-苯并恶二唑（NBD）和溶酶体靶向基团吗啉。结果表明，NBD-B-T 探针可以通过荧光发射开启性能检测 Cys/Hcy。该探针的低检测限分别约为 76.0 nM 的 Hcy 和 97.6 nM 的 Cys。NBD-B-T 探针具有低检测限、高稳定性以及优异的选择性和灵敏度。更重要的是，NBD-B-T 可以靶向溶酶体，并同时检测活细胞中的 Cys/Hcy。
