Citation: Cheng Xiaohong, Li Shuang, Wang Jingyang, Li Wangnan. "Turn-On" Fluorescent Probe for Hypochlorite: Successful Bioimaging and Real Application in Tap Water[J]. Chinese Journal of Organic Chemistry, ;2020, 40(7): 1941-1947. doi: 10.6023/cjoc202003034 shu

"Turn-On" Fluorescent Probe for Hypochlorite: Successful Bioimaging and Real Application in Tap Water

  • Corresponding author: Cheng Xiaohong, chengxiaohong0807@126.com
  • Received Date: 13 March 2020
    Revised Date: 12 April 2020
    Available Online: 11 May 2020

    Fund Project: the Natural Science Foundation of Hubei Province 2018CFB454Project supported by the Natural Science Foundation of Hubei Province (No. 2018CFB454), the Project of Hubei University of Arts and Science (No. XK2020042) and the Teachers' Scientific Ability Cultivation Foundation of Hubei University of Arts and Science (No. 2020kypyfy031)the Project of Hubei University of Arts and Science XK2020042the Teachers' Scientific Ability Cultivation Foundation of Hubei University of Arts and Science 2020kypyfy031

Figures(8)

  • Taking advantage of the special oxidation property of hypochlorite, two novel coumarin-type fluorescent probes C1 and C2 were synthesized for ClO- detection. Both probes could detect ClO- anions in aqueous solution efficiently with rapid switching-on fluorescent methods. Especially, probe C2 displayed dramatic enhancement in fluorescence emission spectra with the detection limit of 1.8×10-7 mol/L. In addition to its high selectivity for ClO- rather than other common anions and reactive oxygen species, C2 was successfully applied to the bioimaging in HeLa cells with 'turn-on' fluorescent methods. Moreover, probe C2 could be used for the analysis of ClO- levels in tap water and potentially in environmental samples.
  • 加载中
    1. [1]

      (a) Sugiyama, S.; Kugiyama, K.; Aikawa, M.; Nakamura, S.; Ogawa, H.; Libby, P. Thromb. Vasc. Biol. 2004, 24, 1309.
      (b) Pattison, D. I.; Davies, M. J. Chem. Res. Toxicol. 2001, 14, 1453.
      (c) Steinbeck, M. J.; Nesti, L. J.; Sharkey, P. F.; Parvizi, J. J. Orthop. Res. 2007, 25, 1128.
      (d) Aokl, T.; Munemorl, M. Anal. Chem. 1983, 55, 209.

    2. [2]

      (a) Cui, K.; Zhang, D. Q.; Zhang, G. X.; Zhu, D. B. Tetrahedron Lett. 2010, 51, 6052.
      (b) Hwang, J.; Choi, M. G.; Bae, J.; Chang, S.-K. Org. Biomol. Chem. 2011, 9, 7011.
      (c) Kim, T.-Ⅱ.; Park, S.; Choi, Y.; Kim, Y. Chem.-Asian J. 2011, 6, 1358.
      (d) Li, G.; Ji, D. D.; Zhang, S. M.; Li, J. M.; Li, C.; Qiao, R. Z. Sens. Actuators, B 2017, 252, 127.
      (e) Pang, L. F.; Zhou, Y. M.; Gao, W. L.; Song, H. H.; Wang, X.; Wang, Y. RSC Adv. 2016, 6, 105795.
      (f) Zhang, P.; Wang, Y.; Chen, L.; Yin, Y. B. Microchim. Acta 2017, 184, 3781.

    3. [3]

      (a) Zhang, R.; Song, B.; Yuan, J. L. Trends Anal. Chem. 2018, 99, 1.
      (b) Liu, C.; Jiao, X. J.; He, S.; Zhao, L. C.; Zeng, X. S. Talanta 2017, 174, 234.
      (c) Liu, S. R.; Wu, S. P. Org. Lett. 2013, 15, 878.
      (d) Manjare, S. T.; Kim, J.; Lee, Y.; Churchill, D. G. Org. Lett. 2014, 16, 520.
      (e) Qu, Z. J.; Ding, J. X.; Zhao, M. Y.; Li, P. J. Photochem. Photobiol. A 2015, 299, 1.
      (f) Zhang, Y. R.; Zhao, Z. M.; Miao, J. Y.; Zhao, B. X. Sens. Actuators, B 2016, 229, 408.
      (g) Zhang, Z.; Zheng, Y.; Hang, W.; Yan, X.; Zhao, Y. Talanta 2011, 85, 779.
      (h) Shi, L.; Yang S.; Hong, H. J.; Li, Y.; Yu, H. J.; Shao, G.; Zhang, K.; Gong, S. Z. Anal. Chim. Acta 2020, 1094, 122.
      (i) Shi, L.; Yu, H. J.; Zeng, X. Q.; Yang, S.; Gong, S. Z.; Xiang, H.; Zhang K.; Shao G. New J. Chem. 2020, 44, 6232.
      (j) Wei, H. Q.; Zeng, R. J.; Wang, S. L.; Zhang, C. H.; Chen, S.; Zhang, P. S.; Chen, J. Mater. Chem. Front. 2020, 4, 862.
      (k) Ren, J. Y.; Zhang, P. S.; Liu, H.; Zhang, C. H.; Gao, Y.; Cui, J. X.; Chen, J. Sens. Actuators, B 2020, 304, 127299.
      (l) Zhang, P. S.; Wang, H.; Zhang, D.; Zeng, X. Y.; Zeng, R. J.; Xiao, L. H.; Tao, H. W.; Long, Y. F.; Yi, P. G.; Chen, J. Sens. Actuators, B 2018, 255, 2223.
      (m) Zhang, P. S.; Wang, H.; Hong, Y. X.; Yu, M. L.; Zeng, R. J.; Long, Y. F.; Chen, J. Biosens. Bioelectron. 2017, 99, 318.
      (n) Huang, Y.; Zhang, P. S.; Gao, M.; Zeng, F.; Qin, A. J.; Wu, S. Z.; Tang, B. Z. Chem. Commun. 2016, 52, 7288.

    4. [4]

    5. [5]

      (a) Luo, J.; Xie, Z.; Lam, J. W. Y.; Cheng, L.; Chen, H.; Qiu, C.; Kwok, H. S.; Zhan, X.; Liu, Y.; Zhu, D.; Tang, B. Z. Chem. Commun. 2001, 37, 1740.
      (b) Chen, J. W.; Xie, Z. L.; Lam, J. W. Y.; Law, C. C. W.; Tang, B. Z. Macromolecules 2003, 36, 1108.
      (c) Wei, B.; Li, W. Z.; Zhao, Z. J.; Qin, A. J.; Hu, R. R.; Tang, B. Z. J. Am. Chem. Soc. 2017, 139, 5075.
      (d) Chen, J.; Law, C. C. W.; Lam, J. W. Y.; Dong, Y.; Lo, S. M. F.; Williams, I. D.; Zhu, D.; Tang, B. Z. Chem. Mater. 2003, 15, 1535.
      (e) Zhao, Z.; Chen, S.; Lam, J. W. Y.; Jim, C. K. W.; Chan, C. Y. K.; Wang, Z.; Lu, P.; Deng, C.; Kwok, H.; Ma, Y.; Tang, B. Z. J. Phys. Chem. C 2010, 114, 7963.

    6. [6]

      Zeng, Q.; Li, Z.; Dong, Y. Q.; Di, C. A.; Qin, A. J.; Hong, Y. N.; Ji, L.; Zhu, Z. C.; Jim Cathy, K. W.; Yu, G.; Li, Q. Q.; Li, Z. A.; Liu, Y. Q.; Qin, J. G.; Tang, B. Z. Chem. Commun. 2007, 43, 70.
       

    7. [7]

      Erdemir, S.; Kocyigit, O.; Karakurt, S. Sens. Actuat., B 2015, 220, 381.  doi: 10.1016/j.snb.2015.05.103

    8. [8]

      Yuan, L.; Lin, W. Y.; Song, J. Z.; Yang, Y. T. Chem. Commun. 2011, 47, 12691.  doi: 10.1039/c1cc15762k

    9. [9]

      Chen, G.; Song, F.; Wang, J.; Yang, Z.; Sun, S.; Fan, J.; Qiang, X.; Wang, X.; Dou B.; Peng, X. J. Chem. Commun. 2012, 48, 2949.  doi: 10.1039/c2cc17617c

    10. [10]

      Williams, A. T. R.; Winfield, S. A.; Miller, J. N. Analyst 1983, 108, 1067.  doi: 10.1039/an9830801067

  • 加载中
    1. [1]

      Wei GAO , Meiqi SONG , Xuan REN , Jianliang BAI , Jing SU , Jianlong MA , Zhijun WANG . A self-calibrating fluorescent probe for the selective detection and bioimaging of HClO. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1173-1182. doi: 10.11862/CJIC.20250112

    2. [2]

      Lei ZHANG , Cheng HE , Yang JIAO . An azo-based fluorescent probe for the detection of hypoxic tumor cells. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1162-1172. doi: 10.11862/CJIC.20250081

    3. [3]

      Yuan ZHU , Xiaoda ZHANG , Shasha WANG , Peng WEI , Tao YI . Conditionally restricted fluorescent probe for Fe3+ and Cu2+ based on the naphthalimide structure. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 183-192. doi: 10.11862/CJIC.20240232

    4. [4]

      Jinlong YAN , Weina WU , Yuan WANG . A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1653-1660. doi: 10.11862/CJIC.20240154

    5. [5]

      Qiang HU , Zhiqi CHEN , Zhong CHEN , Xu WANG , Weina WU . Pyridinium-chalcone-based ClO- fluorescent probe: Preparation and biological imaging applications. Chinese Journal of Inorganic Chemistry, 2025, 41(9): 1789-1795. doi: 10.11862/CJIC.20250086

    6. [6]

      Meirong HAN , Xiaoyang WEI , Sisi FENG , Yuting BAI . A zinc-based metal-organic framework for fluorescence detection of trace Cu2+. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1603-1614. doi: 10.11862/CJIC.20240150

    7. [7]

      Chuanfeng Fan , Jian Gao , Yingkai Gao , Xintong Yang , Gaoning Li , Xiaochun Wang , Fei Li , Jin Zhou , Haifeng Yu , Yi Huang , Jin Chen , Yingying Shan , Li Chen . A non-peptide-based chymotrypsin-targeted long-wavelength emission fluorescent probe with large Stokes shift and its application in bioimaging. Chinese Chemical Letters, 2024, 35(10): 109838-. doi: 10.1016/j.cclet.2024.109838

    8. [8]

      Meitong Wu , Ke Wu , Shumin Feng , Li Xu , Mi Lei , Jianmei Chen , Shuang Li , Mian Qin , Dahui Liu , Guoqiang Feng . A NIR and ratiometric fluorescent probe for quantitative detection of SO2 derivatives in Chinese medicinal materials and bioimaging in vivo. Chinese Chemical Letters, 2026, 37(1): 110979-. doi: 10.1016/j.cclet.2025.110979

    9. [9]

      Zijian Jiang , Yijing Du , Zetao Dang , Tongze Liu , Mengyuan Liu , Bin Sun , Feiran Zhang , Jiajun Xu , Shoujun Zhu . Biomimetic NIR-Ⅱ fluorescent probe from covalent encapsulation enables high-performance NIR-Ⅱ bioimaging. Chinese Chemical Letters, 2026, 37(4): 111351-. doi: 10.1016/j.cclet.2025.111351

    10. [10]

      Zhixiao Xiong , Shanni Qiu , Yuyu Wang , Houna Duan , Yi Xiao , Yufang Xu , Weiping Zhu , Xuhong Qian . Photocalibrated NO release from the zinc ion fluorescent probe based on naphthalimide and its application in living cells. Chinese Chemical Letters, 2025, 36(4): 110002-. doi: 10.1016/j.cclet.2024.110002

    11. [11]

      Mengyu Cao , Yiyan Yin , Jingyi Qin , Jin Ouyang , Na Na . Unconventional application of a fluorescent probe for MS-based detection of multiple sulfur species in ferroptosis. Chinese Chemical Letters, 2026, 37(1): 111260-. doi: 10.1016/j.cclet.2025.111260

    12. [12]

      Yu SU , Xinlian FAN , Yao YIN , Lin WANG . From synthesis to application: Development and prospects of InP quantum dots. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2105-2123. doi: 10.11862/CJIC.20240126

    13. [13]

      Jun LUO , Baoshu LIU , Yunchang ZHANG , Bingkai WANG , Beibei GUO , Lan SHE , Tianheng CHEN . Europium(Ⅲ) metal-organic framework as a fluorescent probe for selectively and sensitively sensing Pb2+ in aqueous solution. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2438-2444. doi: 10.11862/CJIC.20240240

    14. [14]

      Yingpeng ZHANG , Xingxing LI , Yunshang YANG , Zhidong TENG . A pyrazole-based turn-off fluorescent probe for visual detection of hydrazine. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1301-1308. doi: 10.11862/CJIC.20250064

    15. [15]

      Yuting DU , Jing YUAN , Peiyao DENG . Synthesis and application of a fluorescent probe for the detection of reduced glutathione. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1331-1337. doi: 10.11862/CJIC.20240461

    16. [16]

      Pengli GUAN , Renhu BAI , Xiuling SUN , Bin LIU . Trianiline-derived aggregation-induced emission luminogen probe for lipase detection and cell imaging. Chinese Journal of Inorganic Chemistry, 2025, 41(9): 1817-1826. doi: 10.11862/CJIC.20250058

    17. [17]

      Yunshang YANG , Weiliang ZHAO , Zetai HU , Yingpeng ZHANG . Synthesis and application of a carbazole-pyrazole-based ratiometric fluorescent probe for detection of hydrazine. Chinese Journal of Inorganic Chemistry, 2026, 42(10): 2153-2161. doi: 10.11862/CJIC.20260082

    18. [18]

      Wei-Tao Dou , Qing-Wen Zeng , Yan Kang , Haidong Jia , Yulian Niu , Jinglong Wang , Lin Xu . Construction and application of multicomponent fluorescent droplets. Chinese Chemical Letters, 2025, 36(1): 109995-. doi: 10.1016/j.cclet.2024.109995

    19. [19]

      Yanxi LIU , Mengjia XU , Haonan CHEN , Quan LIU , Yuming ZHANG . A fluorescent-colorimetric probe for peroxynitrite-anion-imaging in living cells. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1112-1122. doi: 10.11862/CJIC.20240423

    20. [20]

      Shunping WANG , Chuandong GE , Shuguang QU , Tianduo LI , Shaomin WANG , Qingyuan YANG . Synthesis of a fluorescent probe based on urea-based coordination and Si—O bond cleavage for F- and Cr(Ⅵ) detection. Chinese Journal of Inorganic Chemistry, 2026, 42(2): 297-308. doi: 10.11862/CJIC.20250214

Metrics
  • PDF Downloads(8)
  • Abstract views(2021)
  • HTML views(263)

通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return