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Progress in Chemistry 2019, Vol. 31 Issue (4): 550-560 DOI: 10.7536/PC180819 Previous Articles   Next Articles

Double Recognition Fluorescence Probes for Copper and Mercury Ions Based on Small Molecules

Yuehua Yuan, Yongjun Zhu, Wei Hu, Jun Qin, Maozhong Tian**(), Feng Feng**()   

  1. College of Chemistry and Environmental Engineering, Shanxi Datong University, Datong 037009, China
  • Received: Online: Published:
  • Contact: Maozhong Tian, Feng Feng
  • About author:
    ** E-mail:(Maozhong Tian)
    ** E-mail:(Feng Feng)
  • Supported by:
    Fund：National Natural Science Foundation of China(21375083); National Natural Science Foundation of China(21175085); Key R&D Project of Datong City(2018014); Key R&D Project of Datong City(2018016)
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Copper ions play very significant roles as catalytic cofactors in different cellular physiological processes. However, abnormal copper concentrations can also lead to disease and even death. Compared with copper ions, mercuric ions are the most prevalent and hazardous among various heavy metal pollutants owing to their notorious toxicity and bio-accumulation throughout the food chain. Therefore,it is very important to detect them with high sensitivity and selectivity. Fluorescence probe method has become one of the important detection means of Cu2+ and Hg2+ due to its advantages of high sensitivity, rapid and convenient, visualization and in-situ nondestructive detection. Herein, the design and synthesis of Cu2+ and Hg2+ ion double recognition fluorescence probes based on small molecules, and their performance and the latest research progress in analysis reported in recent years have been reviewed. The future research and developing trends of such fluorescent probes are prospected.

Key words: coppper ions, mercury ions, fluorescence, double recognition, probes
[1]
Fan J L, Hu M M, Zhan P ,Peng X J . Chem. Soc. Rev, 2013,42:29.
[2]
Li Y J, Liu T F, Liu H B, Tian M Z ,Li Y L . Acc. Chem. Res, 2014,47:1186.
[3]
Li Y J, Jia Z Y, Xiao S Q, Liu H B ,Li Y L . Nat. Commun, 2016,7.
[4]
Domaille D W, Que E L ,Chang C J . Nat. Chem. Biol, 2008,4:168.
[5]
Carter K P, Young A M ,Palmer A E . Chem. Rev, 2014,114:4564.
[6]
Liu Z, He W ,Guo Z . Chem. Soc. Rev, 2013,42:1568.
[7]
Kim H N, Ren W X, Kim J S ,Yoon J . Chem. Soc. Rev, 2012,41:3210.
[8]
Aragay G, Pons J, Merkoci A . Chem. Rev 2011,111:3433.
[9]
Ono A ,Togashi H . Angew. Chem. Int. Ed. Engl, 2004,43:4300.
[10]
Waggoner D J, Bartnikas T B ,Gitlin J D . Neurobiol. Dis, 1999,6:221.
[11]
Tapia L, Suazo M, Hodar C, Cambiazo V, Gonzalez M . Biometals, 2003,16:169.
[12]
Tisato F, Marzano C, Porchia M, Pellei M ,Santini C . Med. Res. Rev, 2010,30:708.
[13]
Tchounwou P B, Ayensu W K, Ninashvili N, Sutton D . Environ. Toxicol 2003,18:149.
[14]
Zahir F, Rizwi S J, Haq S K ,Khan R H . Environ. Toxicol. Pharmacol, 2005,20:351.
[15]
Clarkson T W ,Magos L . Crit. Rev. Toxicol, 2006,36:609.
[16]
Tang Y L, He F, Yu M H, Feng F D, An L L, Sun H, Wang S, Li Y L ,Zhu D B . Macromol. Rapid Commun, 2006,27:389.
[17]
Yuan M J, Li Y L, Li J B, Li C H, Liu X F, Lv J, Xu J L, Liu H B, Wang S, Zhu D . Org. Lett 2007,9:2313.
[18]
Zhang X, Xiao Y ,Qian X . Angew. Chem. Int. Ed. Engl, 2008,47:8025.
[19]
Zhao Y, Zhang X B, Han Z X, Qiao L, Li C Y, Jian L X, Shen G L ,Yu R Q . Anal. Chem, 2009,81:7022.
[20]
Huang W, Song C X, He C, Lv G J, Hu X Y, Zhu X ,Duan C Y . Inorg. Chem, 2009,48:5061.
[21]
Li H L, Fan J L, Du J J, Guo K X, Sun S G, Liu X J ,Peng X J . Chem. Commun, 2010,46:1079.
[22]
Chen X Q, Nam S W, Kim G H, Song N, Jeong Y, Shin I, Kim S K, Kim J, Park S, Yoon J . Chem. Commun 2010,46:8953.
[23]
Lin Y W, Huang C C, Chang H T . Analyst, 2011,136:863.
[24]
Dong Y Q, Wang R X, Li G L, Chen C Q, Chi Y W ,Chen G N . Anal. Chem, 2012,84:6220.
[25]
Fan J L, Peng X J, Wang S, Liu X J, Li H L, Sun S G . Fluoresc., 2012,22:945. https://www.ncbi.nlm.nih.gov/pubmed/22227701

doi: 10.1007/s10895-011-1033-x pmid: 22227701
[26]
Gong Y J, Zhang X B, Zhang C C, Luo A L, Fu T, Tan W H, Shen G L ,Yu R Q . Anal. Chem, 2012,84:10777.
[27]
Tian M Z, Hu M M, Fan J L, Peng X J, Wang J Y, Sun S G ,Zhang R . Bioorg. Med. Chem Lett., 2013,23:2916.
[28]
Zhang Y, Jiang H, Wang X. Anal. Chim . Acta, 2015,870:1.
[29]
Feng L H, Deng Y, Wang X J, Liu M G . Sens. Actuators B -Chem., 2017,245:441.
[30]
Neupane L N, Hwang G W ,Lee K H . Biosens. Bioelectron, 2017,92:179.
[31]
Makam P, Shilpa R, Kandjani A E, Periasamy S R, Sabri Y M, Madhu C, Bhargava S K, Govindaraju T . Biosens. Bioelectron 2018,100:556.
[32]
Rasheed T, Bilal M, Nabeel F ,Iqbal H M N, Li C, Zhou Y . Sci. Total Environ., 2018,615:476.
[33]
Chen X, Pradhan T, Wang F, Kim J S, Yoon J . Chem. Rev 2012,112:1910.
[34]
袁跃华(Yuan Y H), 田茂忠(Tian M Z), 冯锋(Feng F), 孟双明(Meng S M), 白云峰(Bai Y F) 化学进展(Progress in Chemistry), 2010,22:1929.
[35]
He G, Zhang X, He C, Zhao X, Duan C . Tetrahedron, 2010,66:9762.
[36]
Tang L, Li F, Liu M, Nandhakumar R . Spectrochim. Acta A, 2011,78:1168.
[37]
Ye H, Ge F, Chen X C, Li Y, Zhang H, Zhao B X, Miao J Y . Sens. Actuators B-Chem., 2013,182:273.
[38]
Wang M, Yan F Y, Zou Y, Chen L, Yang N, Zhou X G . Sens. Actuators B-Chem., 2014,192:512.
[39]
Yang Y, Gao C Y, Li B, Xu L, Duan L M . Sens. Actuators B-Chem., 2014,199:121.
[40]
Li M, Sun Y, Dong L, Feng Q C, Xu H, Zang S Q ,Mak T C W. ens. Actuators B-Chem., 2016,226:332.
[41]
Ozdemir M . J. Photoch. Photobio. A, 2016,318:7.
[42]
Yuan S Z, Su W ,Wang E J . Acta Chim. Slov., 2017,64:638.
[43]
Wang L N, Yan J X, Qin W W, Liu W S, Wang R . Dyes Pigments, 2012,92:1083.
[44]
Xu Z Q, Mao X J, Wang Y, Wu W N, Mao P D, Zhao X L, Fan Y C ,Li H J . RSC Adv, 2017,7:42312.
[45]
Zhang J F, Zhou Y, Yoon J ,Kim J S . Chem. Soc. Rev, 2011,40:3416.
[46]
Martinez R, Espinosa A, Tarraga A, Molina P . Org. Lett 2005,7:5869.
[47]
Kim S H, Kim J S, Park S M ,Chang S K . Org. Lett, 2006,8:371.
[48]
Kumari N, Jha S, Misra S K, Bhattacharya S . ChemPlusChem, 2014,79:1059.
[49]
Puangsamlee T, Tachapermpon Y, Kammalun P, Sukrat K, Wainiphithapong C, Sirirak J, Wanichacheva N . Lumin., 2018,196:227.
[50]
Boens N, Leen V ,Dehaen W . Chem. Soc. Rev, 2012,41:1130.
[51]
Shi W J, Liu J Y ,Ng D K P . Chem. -Asian J., 2012,7:196.
[52]
He X, Zhang J, Liu X, Dong L, Li D, Qiu H, Yin S . Sens. Actuators B-Chem., 2014,192:29
[53]
He T, Lin C L, Gu Z Y, Xu L N, Yang A L, Liu Y Y, Fang H J, Qiu H Y, Zhang J, Yin S C . Spectrochim. Acta A, 2016,167:66.
[54]
陈国锋(Chen G F), 李弘扬(Li H Y), 兰瑞家(Lan R J), 李记太(Li J T) . 化学通报(Chemistry), 2013,76:1002.
[55]
Yang Y L, Wang Y W ,Peng Y . Sci. China Chem, 2014,57:289.
[56]
Gao Y L, Zhang C, Peng S W, Chen H Y . Sens. Actuators B-Chem., 2017,238:455.
[57]
Ruan Q, Mu L, Zeng X, Zhao J L, Zeng L, Chen Z M, Yang C, Wei G, Redshaw C . Dalton Trans, 2018,47:3674.
[58]
Tian M Z, Liu L B, Li Y J, Hu R F, Liu T F, Liu H B, Wang S ,Li Y L . Chem. Commun, 2014,50:2055.
[59]
Yuan Y H, Tian M Z, Wang J L, Xie H, Qin J, Feng F . RSC Advances, 2015,5:69453.
[60]
Kaur M, Choi D H . Sens. Actuators B -Chem., 2014,190:542.
[61]
Kaur M, Ahn Y H, Choi K, Cho M J ,Choi D H . Org. Biomol. Chem, 2015,13:7149.
[62]
Kaur M, Cho M J, Choi D H . Dyes Pigments, 2016,125:1.
[63]
Zhang C H, Gao B Z, Zhang Q Y, Zhang G M, Shuang S M, Dong C A . Talanta, 2016,154:278.
[64]
Zhang S, Niu Q, Lan L, Li T . Sens. Actuators B-Chem., 2017,240:793.
[65]
Wang Y, Mao P D, Wu W N, Mao X J, Fan Y C, Zhao X L, Xu Z Q, Xu Z H . Sens. Actuators B-Chem., 2018,255:3085.
[66]
Weng J N, Mei Q B, Zhang B, Jiang Y Z, Tong B H, Fan Q L, Ling Q D, Huang W . Analyst, 2013,138:6607.
[67]
Huang C B, Li H R, Luo Y Y, Xu L. DaltonTrans., 2014,43:8102.
[68]
Razi S S, Ali R, Gupta R C, Dwivedi S K, Sharma G, Koch B, Misra A . J. Photoch. Photobio. A, 2016,324:106.
[69]
Gu B, Huang L Y, Su W, Duan X L, Li H T ,Yao S Z . Anal. Chim. Acta, 2017,954:97.
[70]
Panja S, Chattopadhyay A P, Ghosh K . Supramol. Chem 2017,29:528.
[71]
Wani M A, Thakur N, Pandey M D, Pandey R. New J. Chem., 2017,41:10000.
[72]
Zong L Y, Wang C, Song Y C, Xie Y J, Zhang P, Peng Q, Li Q Q, Li Z . Sens. Actuators B-Chem., 2017,252:1105.
[73]
Pannipara M , Al-Sehemi A G, rfan A, Assiri M, Kalam A, Al-Ammari Y S . Spectrochim. Acta A, 2018,201:54.
[74]
Sie Y W, Li C L, Wan C F, Yan H B, Wu A T . J. Photoch. Photobi. A, 2018,353:19.
[75]
袁石状(Yuan S Z), 张征宇(Zhang Z Y), 王恩举(Wang E J) ( 化学研究与应用(Chemical Research and Application), 2018,30:339.
[76]
Wang X Y, Zhao J J, Guo C X, Pei M S, Zhang G Y . Sens. Actuators B-Chem., 2014,193:157.
[77]
Gui R, Jin H, Wang Y, Sun J . Sens. Actuators B-Chem., 2017,245:386.
[78]
Chen S, Kuang Y F, Zhang P P, Huang Y Z, Wen A L, Zeng X Y, Feng R H, Nie H D, Jiang X C, Long Y F . Sens. Actuators B-Chem., 2017,253:283.
[79]
Malek A, Thomas T ,Prasad E . ACS Sustain. Chem. Eng, 2016,4:3497.
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