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用于皮摩尔级检测氰根离子的高荧光咪唑探针及其在活细胞中的应用

Highly Fluorescent Imidazole Probes for the Pico Molar Detection of CN(-) ion and Application in Living Cells.

作者信息

Suganya Sivalingam, Park Jong S, Velmathi Sivan

机构信息

Organic and Polymer Synthesis laboratory, Department of Chemistry, National Institute of Technology, Tiruchirappalli, -620 015, India.

Department of Organic Material Science and Engineering, Pusan National University, Busan, 46241, South Korea.

出版信息

J Fluoresc. 2016 Jan;26(1):207-15. doi: 10.1007/s10895-015-1702-2. Epub 2015 Oct 30.

DOI:10.1007/s10895-015-1702-2
PMID:26518576
Abstract

A series of four imidazole based fluorescent receptors (R1-R4) containing two different signaling units were synthesized for the sensing of specific anions. R1 and R2 act as excellent colorimetric sensors via color change from yellow to orange and pink in presence of F (-) , AcO (-) and CN (-) ions. R1 and R2 show intramolecular charge transfer (ICT) band at 414 nm and 434 nm and were red shifted into 500 nm and 510 nm respectively, with the addition of above anions. Anion complexes of R1 and R2 were found to exhibit remarkable orange and red fluorescence under UV light which is consistent with an emission observed at 594 nm and 618 nm respectively. Likewise, quenching in the green fluorescence of R3 and R4 was found under UV light accompanied with quenching of emission at 530 nm and 541 nm. Selective colorimetric sensing of CN (-) ion is also achieved in 3 % aq. DMF medium. Intracellular uptake of CN (-) ion by R1 was achieved in living RAW 264.7 cells. Finally, practical application of R2 to detect CN (-) and F (-) ions present in aqueous solution of cassava flour and toothpaste also performed.

摘要

合成了一系列包含两种不同信号单元的基于咪唑的荧光受体(R1-R4)用于特定阴离子的传感。R1和R2在存在F(-)、AcO(-)和CN(-)离子时,通过从黄色变为橙色和粉红色的颜色变化,作为出色的比色传感器。R1和R2在414nm和434nm处显示分子内电荷转移(ICT)带,加入上述阴离子后分别红移至500nm和510nm。发现R1和R2的阴离子配合物在紫外光下呈现出显著的橙色和红色荧光,分别与在594nm和618nm处观察到的发射一致。同样,在紫外光下发现R3和R4的绿色荧光猝灭,同时在530nm和541nm处的发射也猝灭。在3%的水-DMF介质中也实现了对CN(-)离子的选择性比色传感。R1在活的RAW 264.7细胞中实现了对CN(-)离子的细胞内摄取。最后,还进行了R2检测木薯粉和牙膏水溶液中存在的CN(-)和F(-)离子的实际应用。

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