Rhodamine-Appended Benzophenone Probe for Trace Quantity Detection of Pd2+ in Living Cells

被引:22
作者
Adak, Arup Kumar [1 ]
Dutta, Basudeb [2 ]
Manna, Saikat Kumar [3 ]
Sinha, Chittaranjan [4 ]
机构
[1] Bidhannagar Coll, EB 2,Sect 1, Kolkata 700064, W Bengal, India
[2] Aliah Univ, Dept Chem, Kolkata 700156, W Bengal, India
[3] Jadavpur Univ, Dept Chem, Kolkata 700032, W Bengal, India
[4] Haldia Govt Coll, Purba Medinipur 721657, W Bengal, India
关键词
ON FLUORESCENT CHEMOSENSOR; DENSITY-FUNCTIONAL THEORY; EXCITATION-ENERGIES; COUPLING REACTIONS; CRYSTAL-STRUCTURE; SCHIFF-BASE; PALLADIUM; SENSOR; IONS; SPIROLACTAM;
D O I
10.1021/acsomega.9b01860
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Designing a fluorogenic probe for the determination of Pd2+ is a challenging analytical task. Pd2+ is a potentially toxic and harmful substance even at a very low level of contamination in the end product. Herein, a promising spirolactam-functionalized chemosensor, rhodamine-appended benzophenone (HBR), is designed and characterized by spectroscopic (H-1 NMR, C-13 NMR, ESI-MS, and FT-IR) data along with the single-crystal X-ray diffraction technique. It acts as a highly sensitive and selective fluorogenic chemosensor for Pd2+ ions over other environmentally relevant cations in aqueous ethanol (1:1, v/v) at pH 7.4. The limit of detection (LOD) is 34 nM that is far below the WHO recommended Pd uptake (47 mu M). The plausible mechanism involves the specific binding of HBR with Pe and the formation of 1:1 stoichiometry of the complex, which has been supported by ESI-MS, FT-IR data, Job plot, and association constant data (Benesi-Hildebrand plot). The computation study has been attempted to explain the ring cleavage fluorescence enhancement scheme of HBR upon binding with Pd2+. Furthermore, this "turn-on" probe has successfully applied to image the Pd2+ ion in cultured MDA-MB-231 cells.
引用
收藏
页码:18987 / 18995
页数:9
相关论文
共 91 条
[31]   Selective sensing of Al3+ by naphthyridine coupled rhodamine chemosensors [J].
Ghosh, Kumaresh ;
Majumdar, Anupam ;
Sarkar, Tanmay .
RSC ADVANCES, 2014, 4 (45) :23428-23432
[32]   Rhodamine-labeled Sensor Bead as a Colorimetric and Fluorometric Dual Assay for Hg2+ Ions in Water [J].
Ghosh, Kumaresh ;
Sarkar, Tanmay ;
Majumdar, Anupam .
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2 (02) :157-163
[33]   A highly selective and sensitive probe for colorimetric and fluorogenic detection of Cd2+ in aqueous media [J].
Goswami, Shyamaprosad ;
Aich, Krishnendu ;
Das, Sangita ;
Das, Avijit Kumar ;
Manna, Abhishek ;
Halder, Sandipan .
ANALYST, 2013, 138 (06) :1903-1907
[34]   A new rhodamine based colorimetric 'off-on' fluorescence sensor selective for Pd2+ along with the first bound X-ray crystal structure [J].
Goswami, Shyamaprosad ;
Sen, Debabrata ;
Das, Nirmal Kumar ;
Fun, Hoong-Kun ;
Quah, Ching Kheng .
CHEMICAL COMMUNICATIONS, 2011, 47 (32) :9101-9103
[35]   A novel near-infrared "turn-on" fluorescent probe for selective detection of Fe3+ and its application in vitro imaging [J].
Gu, Xiaofei ;
Zhang, Xiuxuan ;
Liu, Zhe ;
Cheng, Yu ;
Ma, Fulong ;
Dai, Yanpeng ;
Xue, Tianzi ;
Zheng, Yu ;
Qi, Zhengjian .
JOURNAL OF LUMINESCENCE, 2019, 207 :613-619
[36]   Efficient Fluorescence Resonance Energy Transfer-Based Ratiometric Fluorescent Cellular Imaging Probe for Zn2+ Using a Rhodamine Spirolactam as a Trigger [J].
Han, Zhi-Xiang ;
Zhang, Xiao-Bing ;
Zhuo Li ;
Gong, Yi-Jun ;
Wu, Xiang-Yang ;
Zhen Jin ;
He, Chun-Mei ;
Jian, Li-Xin ;
Jing Zhang ;
Shen, Guo-Li ;
Yu, Ru-Qin .
ANALYTICAL CHEMISTRY, 2010, 82 (08) :3108-3113
[37]   A novel facilely prepared rhodamine-based Hg2+ fluorescent probe with three thiourea receptors [J].
Hong, Miaomiao ;
Lu, Shengzhou ;
Lv, Feng ;
Xu, Dongmei .
DYES AND PIGMENTS, 2016, 127 :94-99
[38]   Multisignall chemosensor for Cr3+ and its application in bioimaging [J].
Huang, Kewei ;
Yang, Hong ;
Zhou, Zhiguo ;
Yu, Mengxiao ;
Li, Fuyou ;
Gao, Xia ;
Yi, Tao ;
Huang, Chunhui .
ORGANIC LETTERS, 2008, 10 (12) :2557-2560
[39]   A new "off-on" fluorescent probe for Pd2+ in aqueous solution and live-cell based on spirolactam ring-opening reaction [J].
Huang, Qi ;
Zhou, Yanmei ;
Zhang, Qingyou ;
Wang, Enze ;
Min, Yinghao ;
Qiao, Han ;
Zhang, Junli ;
Ma, Tongsen .
SENSORS AND ACTUATORS B-CHEMICAL, 2015, 208 :22-29
[40]   Homogeneous palladium catalyst suppressing Pd black formation in air oxidation of alcohols [J].
Iwasawa, T ;
Tokunaga, M ;
Obora, Y ;
Tsuji, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (21) :6554-6555