School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan, 411201, PR China; Hunan Provincial Key Laboratory of Controllable Preparation and Functional Application of Fine Polymers, Hunan University of Science and Technology, Xiangtan, PR China.
School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan, 411201, PR China.
Anal Chim Acta. 2019 Aug 13;1065:134-141. doi: 10.1016/j.aca.2019.03.029. Epub 2019 Mar 18.
A novel ratiometric and reversible chemosensor 4-((2-(Benzo[d]thiazol-2-yl)phenyl)ethynyl)-N,N-diethylaniline (BT-1) based on ortho-arylethynyl benzothiazole with large Stokes shift (Δλ≈190 nm) was designed and synthesized to recognize Cu. Copper ion induces a remarkable fluorescence enhancement and causes formation of a BT-1-Cu complex. The clamp-on coordination mode of BT-1 to Cu was demonstrated using Job's plot, mass spectrum (MS) and DFT calculations. The calculations also indicate that Cu was chelated to BT-1 through N and alkyne instead of S and alkyne. The probe could quantify Cu with the detection limit of 3.2 × 10 M. The in vitro imaging results indicated that the probe BT-1 was membrane-permeable and could be applied into the recognition of Cu ions in living cells.
一种基于邻位芳基乙炔基苯并噻唑的新型比率型和可逆化学传感器 4-((2-(苯并[d]噻唑-2-基)苯基)乙炔基)-N,N-二乙基苯胺(BT-1),具有较大的斯托克斯位移(Δλ≈190nm),被设计和合成用于识别 Cu。铜离子诱导显著的荧光增强,并导致 BT-1-Cu 配合物的形成。使用 Job 图、质谱(MS)和 DFT 计算证明了 BT-1 与 Cu 的夹式配位模式。计算还表明,Cu 通过 N 和炔烃而不是 S 和炔烃螯合到 BT-1 上。该探针可以定量检测 Cu,检测限为 3.2×10-7 M。体外成像结果表明,探针 BT-1 具有膜透过性,可用于识别活细胞中的 Cu 离子。