Department of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931, USA.
College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, China.
Molecules. 2019 Apr 22;24(8):1592. doi: 10.3390/molecules24081592.
Two near-infrared fluorescent probes ( and ) containing hemicyanine structures appended to dipicolylamine (DPA), and a dipicolylamine derivative where one pyridine was substituted with pyrazine, respectively, were synthesized and tested for the identification of Zn(II) ions in live cells. In both probes, an acetyl group is attached to the phenolic oxygen atom of the hemicyanine platform to decrease the probe fluorescence background. Probe displays sensitive fluorescence responses and binds preferentially to Zn(II) ions over other metal ions such as Cd ions with a low detection limit of 0.45 nM. In contrast, the emission spectra of probe is not significantly affected if Zn(II) ions are added. Probe possesses excellent membrane permeability and low cytotoxicity, allowing for sensitive imaging of both exogenously supplemented Zn(II) ions in live cells, and endogenously releases Zn(II) ions in cells after treatment of 2,2-dithiodipyridine.
两种近红外荧光探针(和),分别含有连接到二吡啶甲胺(DPA)的半花菁结构和一个吡啶被吡嗪取代的二吡啶甲胺衍生物,被合成并用于鉴定活细胞中的 Zn(II) 离子。在这两个探针中,一个乙酰基连接到半花菁平台的酚氧原子上,以降低探针的荧光背景。探针显示出对 Zn(II) 离子的敏感荧光响应,并优先与 Zn(II) 离子结合,而不是其他金属离子,如 Cd 离子,检测限低至 0.45 nM。相比之下,如果加入 Zn(II) 离子,探针的发射光谱不会受到显著影响。探针具有优异的膜通透性和低细胞毒性,允许对活细胞中外源补充的 Zn(II) 离子以及用 2,2-二硫代二吡啶处理后细胞内释放的 Zn(II) 离子进行敏感成像。