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一种用于溶液和 vero 细胞中铜(II)的新型选择性显色和开启型荧光探针:[CuL] 对硫化物的识别

A new selective chromogenic and turn-on fluorogenic probe for copper(II) in solution and vero cells: recognition of sulphide by [CuL].

作者信息

Mahapatra Ajit Kumar, Mondal Sanchita, Manna Saikat Kumar, Maiti Kalipada, Maji Rajkishor, Uddin Md Raihan, Mandal Sukhendu, Sarkar Deblina, Mondal Tapan Kumar, Maiti Dilip Kumar

机构信息

Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Howrah - 711103, India.

出版信息

Dalton Trans. 2015 Apr 14;44(14):6490-501. doi: 10.1039/c4dt03969f.

DOI:10.1039/c4dt03969f
PMID:25752696
Abstract

A new coumarin-appended thioimidazole-linked imine conjugate, viz. has been synthesized and characterized. has been found to recognize Cu(2+) selectively among a wide range of biologically relevant metal ions. The chemosensing behavior of has been demonstrated through fluorescence, absorption, visual fluorescence color changes, ESI-MS and (1)H NMR titrations. The chemosensor showed selectivity toward Cu(2+) by switch on fluorescence among the 18 metal ions studied with a detection limit of 1.53 μM. The complex formed between and Cu(2+) is found to be 1 : 1 on the basis of absorption and fluorescence titrations and was confirmed by ESI-MS. DFT and TDDFT calculations were performed in order to demonstrate the structure of and [CuL] and the electronic properties of chemosensor and its copper complex. This highly fluorescent [CuL] complex has been used to recognize sulphide selectively among the other allied anions. Microstructural features of and its Cu(2+) complex have been investigated by SEM imaging (scanning electron microscopy). The biological applications of were evaluated in Vero cells and it was found to exhibit low cytotoxicity and good membrane permeability for the detection of Cu(2+).

摘要

一种新的香豆素连接的硫代咪唑连接的亚胺共轭物,即已合成并表征。已发现在多种生物相关金属离子中能选择性识别Cu(2+)。已通过荧光、吸收、视觉荧光颜色变化、电喷雾电离质谱(ESI-MS)和核磁共振氢谱(1H NMR)滴定证明了其化学传感行为。在研究的18种金属离子中,该化学传感器通过开启荧光显示出对Cu(2+)的选择性,检测限为1.53 μM。基于吸收和荧光滴定发现与Cu(2+)形成的配合物为1:1,并通过ESI-MS得到证实。进行了密度泛函理论(DFT)和含时密度泛函理论(TDDFT)计算,以证明其结构以及[CuL]的结构,以及化学传感器及其铜配合物的电子性质。这种高荧光的[CuL]配合物已用于在其他相关阴离子中选择性识别硫化物。通过扫描电子显微镜(SEM)成像研究了其微观结构特征及其Cu(2+)配合物。在非洲绿猴肾细胞(Vero细胞)中评估了其生物学应用,发现其对检测Cu(2+)表现出低细胞毒性和良好的膜通透性。

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