Basha Summaya Banu, Charles Immanuel David, Raju Nandhakumar, Manokaran Sakthivel, Kuzhandaivel Hemalatha
Department of Chemistry, Coimbatore Institute of Technology, Anna University, Coimbatore, 641 014 India.
Department of Chemistry, Karunya Institute of Technology and Sciences, KarunyaNagar, Coimbatore, 641114 India.
Chem Zvesti. 2022;76(11):7061-7073. doi: 10.1007/s11696-022-02373-z. Epub 2022 Aug 4.
A novel thiazole phenol conjugate, 2-aminothiazolesalicylaldehyde (receptor1) was designed and synthesized for the first time through a single step process via Schiff base condensation reaction. The formation of receptor1 was confirmed by FTIR, C NMR, and H NMR. The IR spectra confirmed the presence of the aldimine formation. It is further supported by the proton NMR, showing the disappearance of aldehyde peaks and the formation of a new imine peak. This is further corroborated by the C NMR. The receptor1 complexing with various metal ions were studied through fluorescence spectroscopy showed its selectivity toward Fe ion following a reverse photoinduced electron transfer (PET) process compared to all other potentially competing ions. The receptor1 was applied as a sensor to sense Fe ion in water samples. The detection limit for Fe ion in drinking water was substantially lower (0.003 µM) than the EPA (environmental protection agency) recommendation (5.37 M). The capability of receptor1 in recovering Fe ion in bore water, tap water, and drinking water was up to 99.5%. The receptor1 was also used as a chelating ligand (receptor1) in molecular docking and it was assessed as a potential inhibitor of NUDT5, a silence hormone signaling for breast cancer. The test compound (PDB: 5NWH) showed good affinity toward the target receptor1 with the binding energy of - 5.23 kcal mol. Furthermore, the receptor1 showed excellent reversibility property on adding EDTA solution. Due to the marvelous reversible property, a molecular-scale sequential information processing circuit is designed for the multi-task behavior such as 'Writing-Reading-Erasing-Reading' in the form of binary logic gate. The consecutive addition of Fe ion and EDTA solution to receptor1 paves a way for the construction of INHIBIT logic gate. Additionally, the receptor1 showed the mimicking behavior of molecular keypad lock.
The online version contains supplementary material available at 10.1007/s11696-022-02373-z.
首次通过席夫碱缩合反应一步法设计并合成了一种新型噻唑酚共轭物2-氨基噻唑水杨醛（受体1）。通过傅里叶变换红外光谱（FTIR）、碳核磁共振（¹³C NMR）和氢核磁共振（¹H NMR）确认了受体1的形成。红外光谱证实了醛亚胺的形成。质子核磁共振进一步支持了这一点，显示醛峰消失并形成了新的亚胺峰。碳核磁共振进一步证实了这一点。通过荧光光谱研究了与各种金属离子络合的受体1，结果表明，与所有其他潜在竞争离子相比，它通过反向光诱导电子转移（PET）过程对铁离子具有选择性。受体1被用作传感器来检测水样中的铁离子。饮用水中铁离子的检测限（0.003 μM）远低于美国环境保护局（EPA）的建议值（5.37 μM）。受体1在从井水、自来水和饮用水中回收铁离子方面的能力高达99.5%。受体1还在分子对接中用作螯合配体（受体1），并被评估为NUDT5的潜在抑制剂，NUDT5是一种乳腺癌沉默激素信号。测试化合物（PDB：5NWH）对目标受体1表现出良好的亲和力，结合能为-5.23 kcal/mol。此外，加入乙二胺四乙酸（EDTA）溶液后，受体1表现出优异的可逆性。由于其出色的可逆性，设计了一种分子尺度的顺序信息处理电路，用于以二进制逻辑门的形式实现“写入-读取-擦除-读取”等多任务行为。向受体1连续添加铁离子和EDTA溶液为构建抑制逻辑门铺平了道路。此外，受体1表现出分子按键锁的模拟行为。
在线版本包含可在10.1007/s11696-022-02373-z获取的补充材料。
