Liu Pei, Chen Suna, Zhao Wenxuan, Wang Qiutang, Wu Shuqi, Xu Liang, Bai Dan
Department of Chemistry and Chemical Engineering, School of Natural Sciences, Northwestern Polytechnical University, Xi'an, China.
Frontiers Science Center for Flexible Electronics (FSCFE), Institute of Flexible Electronics (IFE), MIIT Key Laboratory of Flexible Electronics (KLoFE), Xi'an Key Laboratory of Special Medicine and Health Engineering, Northwestern Polytechnical University, Northwestern Polytechnical University, Xi'an, China.
Front Chem. 2021 Dec 1;9:782827. doi: 10.3389/fchem.2021.782827. eCollection 2021.
A novel donor-acceptor-donor (D-A-D) type compound containing pyrazine as the acceptor and triphenylamine as the donor has been designed and synthesized. The photophysical properties and biocompatibility of this probe, namely (OMeTPA)2-Pyr for live cell imaging were systematically investigated, with observed large Stokes shifts, high photostability, and low cytotoxicity. Furthermore, we demonstrated that (OMeTPA)2-Pyr could permeate live cell membranes for labeling. The proposed mechanism of this probe was the binding and shafting through membrane integral transport proteins by electrostatic and hydrophobic interactions. These salient and novel findings can facilitate the strategic design of new pyrazine-fused charge-neutral molecular platforms as fluorescent probes, for long-term dynamic monitoring in live cells.
一种以吡嗪为受体、三苯胺为供体的新型供体-受体-供体(D-A-D)型化合物已被设计并合成。系统研究了该探针(OMeTPA)2-Pyr用于活细胞成像的光物理性质和生物相容性,观察到其具有大斯托克斯位移、高光稳定性和低细胞毒性。此外,我们证明了(OMeTPA)2-Pyr可以穿透活细胞膜进行标记。该探针的作用机制是通过静电和疏水相互作用与膜整合转运蛋白结合并转运。这些显著且新颖的发现有助于战略性设计新的吡嗪稠合电荷中性分子平台作为荧光探针,用于活细胞的长期动态监测。