School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, 225002, PR China.
School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, 225002, PR China.
Talanta. 2019 Nov 1;204:747-752. doi: 10.1016/j.talanta.2019.06.074. Epub 2019 Jun 19.
A near-infrared (NIR) fluorescent probe (Cys-AN) for selective and sensitive detection of cysteine (Cys) was designed and synthesized. The fluorescent probe was water-soluble and had a large Stokes shift of 150 nm, whose detection limit could reach to 0.96 μM in PBS buffer. After we analyzed the HRMS, TLC and optical data, a proposed sensing mechanism for the detection of Cys could result from the Michael addition and intramolecular cyclization reactions between the probe and Cys, followed by intramolecular charge transfer (ICT) process to afford the NIR fluorescent signal at 674 nm. Meanwhile, Cys-AN exhibited low cytotoxicity, and was successfully applied for bioimaging of Cys in living cells.
一种用于选择性和灵敏检测半胱氨酸（Cys）的近红外（NIR）荧光探针（Cys-AN）被设计和合成。该荧光探针具有水溶性和 150nm 的大斯托克斯位移，其检测限在 PBS 缓冲液中可达 0.96μM。在分析了 HRMS、TLC 和光学数据之后，Cys 检测的传感机制可能是探针与 Cys 之间的迈克尔加成和分子内环化反应，随后是分子内电荷转移（ICT）过程，在 674nm 处产生 NIR 荧光信号。同时，Cys-AN 表现出低细胞毒性，并成功应用于活细胞中 Cys 的生物成像。
