Qu Zongjin, Li Peng, Zhang Xuexiang, Han Keli
State Key Laboratory of Molecular Reaction Dynamics, Dalian Institute of Chemical Physics (DICP), Chinese Academy of Sciences (CAS), 457 Zhongshan Road, Dalian 116023, P. R. China.
J Mater Chem B. 2016 Feb 7;4(5):887-892. doi: 10.1039/c5tb02090e. Epub 2016 Jan 7.
A turn-on fluorescent probe for the detection of Fe is facilely synthesized via a nucleophile substitution reaction. The fluorescent probe, N-butyl-4-phenyltellanyl-1,8-naphthalimide (Naph-Te), shows excellent selectivity to Fe in a mixed solution of acetonitrile and phosphate buffer under aerobic conditions. The coexistence of biological abundant metal ions such as Na, K, Ca and Mg has little effect on the fluorescence signal. This turn-on response is achieved via a redox-involved reaction triggered by Fe at neutral pH and room temperature, which removes the heavy-atom effect of the tellurium atom on the naphthalimide fluorophore to afford a fluorescent product (N-butyl-4-hydroxyl-1,8-naphthalimide). The probe has excellent cell membrane permeability and is further applied successfully to monitor supplementary Fe in live HL-7702 cells using a laser confocal fluorescence microscope.
通过亲核取代反应简便地合成了一种用于检测铁的开启型荧光探针。该荧光探针N-丁基-4-苯基碲基-1,8-萘二甲酰亚胺(Naph-Te)在有氧条件下的乙腈和磷酸盐缓冲液混合溶液中对铁表现出优异的选择性。生物体内丰富的金属离子如钠、钾、钙和镁的共存对荧光信号影响很小。这种开启响应是通过在中性pH和室温下由铁引发的涉及氧化还原的反应实现的,该反应消除了碲原子对萘二甲酰亚胺荧光团的重原子效应,从而得到荧光产物(N-丁基-4-羟基-1,8-萘二甲酰亚胺)。该探针具有优异的细胞膜通透性,并进一步成功应用于使用激光共聚焦荧光显微镜监测活的HL-7702细胞中的铁补充情况。