College of Chemistry, Jilin University, Changchun, China.
Key Laboratory of Lymphatic Surgery Jilin Province, China-Japan Union Hospital of Jilin University, Changchun, China.
Luminescence. 2021 Mar;36(2):336-344. doi: 10.1002/bio.3946. Epub 2020 Oct 13.
A novel highly active fluorescence chemical sensor (TBI) for CN was synthesized based on triphenylamine-benzothiazole as a new fluorophore, and was used for the first time as a fluorophore for detection of CN . Fluorescence quantum yield of the probe clearly increased when using triphenylamine-benzothiazole as the group. The probe possessed good selectivity towards CN and had anti-interference ability over common ions. After adding CN , the UV-visible spectrum of TBI changed clearly and underwent a dramatic colour change from red to colourless, which could be observed clearly by the naked eye. The limit of detection for CN was calculated to be 2.62 × 10 M, which was well below the WHO cut-off point of 1.9 μM. The novel probe displayed fast sensing of CN . The detection mechanism was a nucleophilic addition reaction between CN and a carbon atom -C = N- in indole salt. The π-conjugation and intramolecular charge transfer (ICT) transition in the TBI molecule were destroyed by this addition, which resulted in a change of fluorescence before and after the addition of CN . The mechanism was verified using theoretical calculation, H NMR titration, and mass spectra. In addition, the probe showed low cytotoxicity and could be used for biological imaging in HeLa cells.
一种新型的高活性荧光化学传感器(TBI)基于三苯胺-苯并噻唑作为新的荧光团,首次被用作检测 CN 的荧光团。使用三苯胺-苯并噻唑作为基团时,探针的荧光量子产率明显增加。该探针对 CN 具有良好的选择性,并且对常见离子具有抗干扰能力。加入 CN 后,TBI 的紫外-可见光谱明显改变,并发生从红色到无色的剧烈颜色变化,肉眼可清晰观察到。CN 的检测限计算为 2.62×10 M,远低于世界卫生组织规定的 1.9 μM 截止值。该新型探针对 CN 具有快速的感应能力。检测机制是 CN 与吲哚盐中碳原子 -C = N- 之间的亲核加成反应。这种加成破坏了 TBI 分子中的π共轭和分子内电荷转移(ICT)跃迁,导致 CN 加入前后荧光的变化。该机制通过理论计算、 1 H NMR 滴定和质谱得到了验证。此外,该探针显示出低细胞毒性,可用于 HeLa 细胞的生物成像。