Abstract：
A new phenolate-thiazole derivative (L) has been synthesized and structurally characterized.The chemo-sensing activity of L is detected by the naked eye for the aqueous carbonate anion in the pH range of 4 to 8. The selective \'turn-on\' fluorescence occurs through the formation of a stable intermediate L∙CO32-(1) following the PET mechanism. The limit of detection (LOD) is found 0.18 µM based on the absorbance-based assay.The quinonoid form of bromophenol unit binds strongly with CO32- through thiazole nitrogen and hydrazinic nitrogen. Further, the selective holding of CO32- anion over other planar tetranuclear anions (e.g., SO32-, NO3-) happens with several intra and intermolecular hydrogen bonds as envisaged by the DFT/TDFT study. The formation mechanism of L∙CO32- is proposed based on experimental and theoretical studies. The biological experiments (MTT and cell imaging)reveal the non-cytotoxicity nature of L and the biocompatible uptake of L mostly in the cytoplasm at physiological pH.
摘要：
已经合成了一种新的苯酚盐-噻唑衍生物（L），并对其进行了结构表征。对于在4至8的pH范围内的水性碳酸根阴离子,通过肉眼检测L的化学传感活性。选择性的“开启”荧光是通过按照PET机理形成稳定的中间体L·CO32-（1）而发生的。根据基于吸光度的测定，检测限（LOD）为0.18µM。溴酚单元的醌型形式通过噻唑氮和肼氮与CO32-强烈结合。Further,CO32-阴离子相对于其他平面四核阴离子的选择性保持(例如，SO32-,NO3-）发生了DFT/TDFT研究所设想的几个分子内和分子间氢键。在实验和理论研究的基础上，提出了L‧CO32-的形成机理。生物学实验（MTT和细胞成像）揭示了L的非细胞毒性性质，并且在生理pH下，L的生物相容性吸收主要在细胞质中。
