Naphthoquinone-Dopamine Linked Colorimetric and Fluorescence Chemosensor for Selective Detection of Sn2+ Ion in Aqueous Medium and Its Bio-Imaging Applications,ACS Sustainable Chemistry & Engineering

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Naphthoquinone-Dopamine Linked Colorimetric and Fluorescence Chemosensor for Selective Detection of Sn2+ Ion in Aqueous Medium and Its Bio-Imaging Applications
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2020-06-29 , DOI: 10.1021/acssuschemeng.0c03548
Palanisamy Ravichandiran ₁ , D. S. Prabakaran ₂ , Antony Paulraj Bella ₃ , Anna Boguszewska-Czubara ₄ , Maciej Masłyk ₅ , Krishnamoorthy Dineshkumar ₆ , Princy Merlin Johnson ₃ , Byung-Hyun Park ₇ , Myung-Kwan Han ₈ , Hwan Gyu Kim ₁ , Dong Jin Yoo _{1,

9}

Affiliation

Department of Life Sciences, College of Natural Sciences, Jeonbuk National University, 567 Baekje-daero, Deokjin-gu, Jeonju-si, Jeollabuk-do 54896, Republic of Korea
Department of Radiation Oncology, College of Medicine, Chungbuk National University, Chungdae-ro 1, Seowon-Gu, Cheongju, Chungbuk 28644, Republic of Korea
PG and Research Department of Chemistry, Bishop Heber College, Vayalur Road, Puthur, Tiruchirappalli 620017, Tamil Nadu, India
Department of Medical Chemistry, Medical University of Lublin, ul. Chodźki 4A, 20-093 Lublin, Poland
Department of Molecular Biology, Faculty of Biotechnology and Environmental Sciences, The John Paul II Catholic University of Lublin, ul. Konstantynów 1i, 20-708 Lublin, Poland
Department of Plant Science, School of Biological Sciences, Central University of Kerala, Tejaswini Hills, Periye, Kasaragod-671316, Kerala India
Department of Biochemistry, Jeonbuk National University Medical School, 567 Baekje-daero, Deokjin-gu, Jeonju-si, Jeollabuk-do 54896, Republic of Korea
Department of Microbiology, Jeonbuk National University Medical School, 567 Baekje-daero, Deokjin-gu, Jeonju-si, Jeollabuk-do 54896, Republic of Korea
Department of Energy Storage/Conversion Engineering of Graduate School, Hydrogen and Fuel Cell Research Center, Jeonbuk National University, 567 Baekje-daero, Deokjin-gu, Jeonju-si, Jeollabuk-do 54896, Republic of Korea

A simple naphthoquinone–dopamine hybrid (2CND) was designed and fabricated as a colorimetric and fluorescence chemosensor for the selective recognition of Sn²⁺ in the aqueous medium. This simply accessible chemosensor was prepared by connecting of naphthoquinone acceptor and dopamine donor moieties via Michael-like addition reaction. The chemosensor 2CND showed a turn-on fluorescence response which operated through the inhibited photoinduced electron transfer effect. The sensor probe shows remarkable performance, such as high selectivity, sensitivity, excellent water solubility, and rapid response to Sn²⁺ (less than 5 s). The detection mechanism of the 2CND–Sn²⁺ complex was supported by FT-IR analysis, ¹H NMR titration, and DFT calculations. Besides, the 1:1 binding stoichiometry was confirmed by the ESI-MS spectral analysis. Furthermore, the chemosensor 2CND has been successfully employed as a fluorescence probe to monitor trace Sn²⁺ in live cells and zebrafish. The sensor probe 2CND could serve as an effective fluorescence bioimaging probe for the discriminative detection of diseased and normal human cells.

中文翻译：

萘醌-多巴胺连接比色荧光化学传感器选择性检测水性介质中的Sn ²⁺离子及其生物成像应用

设计并制造了一种简单的萘醌-多巴胺杂化物（2CND）作为比色和荧光化学传感器，用于选择性识别水性介质中的Sn ²⁺。这种简单易用的化学传感器是通过萘甲醌受体和多巴胺供体部分通过迈克尔样加成反应连接而制备的。化学传感器2CND显示出开启的荧光响应，该响应通过抑制的光诱导电子转移效应起作用。传感器探头表现出非凡的性能，例如高选择性，灵敏度，出色的水溶性和对Sn ^2+的快速响应（少于5 s）。2CND –Sn ²⁺的检测机制FT-IR分析，¹ H NMR滴定和DFT计算支持了该配合物。此外，通过ESI-MS光谱分析证实了1：1的结合化学计量。此外，化学传感器2CND已成功地用作荧光探针来监测活细胞和斑马鱼中的痕量Sn ²⁺。传感器探针2CND可以用作区分病变和正常人类细胞的有效荧光生物成像探针。

更新日期：2020-07-27

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