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萘基腙基选择性和高灵敏度铜离子化学传感器及其在生物成像中的应用。

Naphthylhydrazone based selective and sensitive chemosensors for Cu2+ and their application in bioimaging.

机构信息

Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore-560 012, India.

出版信息

Dalton Trans. 2012 Nov 21;41(43):13330-7. doi: 10.1039/c2dt31335a.

DOI:10.1039/c2dt31335a
PMID:22996587
Abstract

Two new hydroxynaphthyl-hydrazone based fluorogenic chemosensors R1 and R2 have been synthesized by Schiff base condensation of Tris(4-formylphenyl)amine with 1-hydroxynaphthalene-2-hydrazide and 1-hydroxynaphthalene-2-carbohydrazone, respectively. They are examined as highly selective and sensitive receptors for Cu2+ ions in aqueous medium. Electronic absorption as well as fluorescence titration studies of receptors R1 and R2 with different metal cations in H2O/CH3CN medium showed highly selective and very rapid (<2 min) binding affinity towards Cu2+ ions even in the presence of other commonly coexisting metal ions such as Na+, K+, Mg2+, Ca2+, Mn2+, Fe2+, Co2+, Ni2+, Zn2+, Cd2+ and Hg2+. Quantification of the fluorescence titration analysis indicated that these newly synthesized receptors (R1 and R2) can indicate the presence of Cu2+ ions even at very low concentrations of 598 and 676 ppt, respectively. In addition, the propensity of these receptors as bio-imaging fluorescent probes to detect Cu2+ ions in human cervical HeLa cancer cell lines and their cytotoxicity against HeLa cells have been investigated.

摘要

两种新的基于羟萘基腙的荧光化学传感器 R1 和 R2 通过三(4-醛基苯基)胺与 1-羟基萘-2-腙和 1-羟基萘-2-甲酰腙的席夫碱缩合合成。它们被用作在水介质中检测 Cu2+离子的高选择性和高灵敏度受体。受体 R1 和 R2 与不同金属阳离子在 H2O/CH3CN 介质中的电子吸收和荧光滴定研究表明,即使在存在其他常见共存金属离子(如 Na+、K+、Mg2+、Ca2+、Mn2+、Fe2+、Co2+、Ni2+、Zn2+、Cd2+和 Hg2+)的情况下,它们对 Cu2+离子具有高度选择性和非常快速(<2 分钟)的结合亲和力。荧光滴定分析的定量表明,这些新合成的受体(R1 和 R2)甚至可以在非常低的浓度(分别为 598 和 676 ppt)下指示 Cu2+离子的存在。此外,还研究了这些受体作为生物成像荧光探针检测人宫颈 HeLa 癌细胞系中 Cu2+离子的倾向及其对 HeLa 细胞的细胞毒性。

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