Liu Jun, Guo Xudong, Hu Rui, Liu Xinyang, Wang Shuangqing, Li Shayu, Li Yi, Yang Guoqiang
Beijing National Laboratory for Molecular Sciences, Key laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences , Beijing 100190, China.
Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry Chinese Academy of Sciences , Beijing 100190, China.
Anal Chem. 2016 Jan 5;88(1):1052-7. doi: 10.1021/acs.analchem.5b04248. Epub 2015 Dec 18.
Hydrogen sulfide (H2S) is a multifunctional signaling molecule that participates in many important biological processes. Herein, by functionalizing triarylboron with cyclen and diphenylamine, we synthesized TAB-1, TAB-2, and TAB-3 for H2S recongnization by rational design of molecular structures. Among them, aqueous soluble TAB-2 possesses excellent properties, including large two-photon action cross section, membrane permeability and can effectively complex with Cu(2+). The complex of TAB-2-Cu(2+) can selectively detect H2S with an instant response and mitochondria targeted. Moreover, the H2S-induced finite aggregation of indicators enhances their photostability and causes variation of the fluorescence lifetime. TAB-2-Cu(2+) has also been successfully applied for the mitochondria H2S imaging in NIH/3T3 fibroblast cells by TPM and FLIM.
硫化氢（H₂S）是一种多功能信号分子，参与许多重要的生物学过程。在此，通过用环糊精和二苯胺对三芳基硼进行功能化，我们通过合理设计分子结构合成了用于识别H₂S的TAB-1、TAB-2和TAB-3。其中，水溶性的TAB-2具有优异的性能，包括大二光子作用截面、膜通透性，并且能与Cu(2+)有效络合。TAB-2-Cu(2+)络合物能够即时响应并靶向线粒体，选择性地检测H₂S。此外，H₂S诱导的指示剂有限聚集增强了它们的光稳定性，并导致荧光寿命发生变化。通过双光子显微镜（TPM）和荧光寿命成像显微镜（FLIM），TAB-2-Cu(2+)也已成功应用于NIH/3T3成纤维细胞中的线粒体H₂S成像。
