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Near-IR oxime-based solvatochromic perylene diimide probe as a chemosensor for Pd species and Cu2+ ions in water and live cells
Photochemical & Photobiological Sciences ( IF 2.7 ) Pub Date : 2020-03-10 , DOI: 10.1039/c9pp00487d
Poonam Sharma 1, 2, 3, 4, 5 , Sandeep Kaur 3, 4, 5, 6 , Satwinderjeet Kaur 3, 4, 5, 6 , Prabhpreet Singh 1, 2, 3, 4, 5
Affiliation  

A near-IR perylene diimide probe (OPR-PDI) containing an oxime-propargyl hybrid moiety at the bay position, was designed and synthesized for detection of Pd species and Cu2+ ions in 90% water, the solid state and MG-63 live cells. The aggregation tendency of OPR-PDI in different polarity solvents transmits solvatochromic and fluorochromic properties to differentiate certain organic solvents. Supramolecular aggregates of OPR-PDI in 90% water act as a dual chemosensor for palladium (Pd) species via de-propargylation or hydrolysis of the Schiff-base and Cu2+ ions via complexation with the O/N binding site with a low limit of detection (LOD) of the order of 7.9 × 10−8 M and 3.4 × 10−7 M respectively. TLC strips coated with OPR-PDI can be applied for sensing of Pd0 and Cu2+ ions in the solid state at levels as low as 34.6 ng cm−2 and 10.5 ng cm−2. OPR-PDI imprinted TLC strips could be used as paper sheets for writing coloured alphabets using Pd0 and Cu2+ ions as ink. Moreover, MTT assay showed that OPR-PDI has very low cytotoxicity (IC50 = 230 μM), good permeability, biocompatibility and can be applied for bio-imaging of Pd species and Cu2+ ions in MG-63 cells. DFT calculations, and cyclic voltammetric (CV) and NMR titration studies have also been discussed.

中文翻译:

基于近红外肟的溶剂化变色per二酰亚胺探针作为水和活细胞中Pd物种和Cu2 +离子的化学传感器

设计并合成了在海湾位置包含肟-炔丙基杂化部分的近红外per二酰亚胺探针(OPR-PDI),用于检测90%水中,固态和MG-63中的Pd物种和Cu 2+离子活细胞。OPR-PDI在不同极性溶剂中的聚集趋势会传递溶剂变色和荧光变色特性,以区分某些有机溶剂。的超分子聚集OPR-PDI在90%的水充当双重化学传感器为钯(Pd)物种经由解炔丙基或席夫碱的水解和Cu 2+离子经由与O / N结合位点的低检出限(LOD)的复合分别为7.9×10 -8 M和3.4×10 -7 M的数量级。涂有OPR-PDI的TLC条带可用于检测固态Pd 0和Cu 2+,其水平低至34.6 ng cm -2和10.5 ng cm -2。印有OPR-PDI的TLC条带可用作纸张,用于使用Pd 0和Cu 2+离子作为墨水书写彩色字母。此外,MTT分析表明OPR-PDI的细胞毒性非常低(IC 50= 230μM),良好的渗透性,生物相容性,可用于MG-63细胞中Pd物种和Cu 2+离子的生物成像。还讨论了DFT计算,循环伏安法(CV)和NMR滴定研究。
更新日期:2020-04-24
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