Volume 34 Issue 4
Aug.  2021
Turn off MathJax
Article Contents
Chen Wang, Ming-chen Xiong, Xuan Zhao, Kun-hui Liu. Kinetics Study on Reaction of Atenolol with Singlet Oxygen by Directly Monitoring the 1O2 Phosphorescence[J]. Chinese Journal of Chemical Physics , 2021, 34(4): 406-412. doi: 10.1063/1674-0068/cjcp2103037
Citation: Chen Wang, Ming-chen Xiong, Xuan Zhao, Kun-hui Liu. Kinetics Study on Reaction of Atenolol with Singlet Oxygen by Directly Monitoring the 1O2 Phosphorescence[J]. Chinese Journal of Chemical Physics , 2021, 34(4): 406-412. doi: 10.1063/1674-0068/cjcp2103037

Kinetics Study on Reaction of Atenolol with Singlet Oxygen by Directly Monitoring the 1O2 Phosphorescence

doi: 10.1063/1674-0068/cjcp2103037
More Information
  • Corresponding author: Kun-hui Liu, E-mail: kunhui@bnu.edu.cn
  • Received Date: 2021-03-02
  • Accepted Date: 2021-03-30
  • Publish Date: 2021-08-27
  • The pharmaceutically active compound atenolol, a kind of $\beta$-blockers, may result in adverse effects both for human health and ecosystems if it is excreted to the surface water resources. To effectively remove atenolol in the environment, both direct and indirect photodegradation, driven by sunlight play an important role. Among indirect photodegradation, singlet oxygen (1O2), as a pivotal reactive species, is likely to determine the fates of atenolol. Nevertheless, the kinetic information on the reaction of atenolol with singlet oxygen has not been well investigated and the reaction rate constant is still ambiguous. Herein, the reaction rate constant of atenolol with singlet oxygen is investigated directly through observing the decay of the 1O2 phosphorescence at 1270 nm. It is determined that the reaction rate constant between atenolol and 1O2 is 7.0×105 (mol/L)$^{-1}\cdot$s-1 in D2O, 8.0×106 (mol/L)$^{-1}\cdot$s-1 in acetonitrile, and 8.4×105 (mol/L)$^{-1}\cdot$s-1 in EtOH, respectively. Furthermore, the solvent effects on the title reaction were also investigated. It is revealed that the solvents with strong polarity and weak hydrogen donating ability are suitable to achieve high rate constant values. These kinetics information on the reaction of atenolol with singlet oxygen may provide fundamental knowledge to the indirect photodegradation of $\beta$-blockers.

     

  • loading
  • [1]
    Q. T. Liu and H. E. Williams, Environ. Sci. Technol. 41, 803 (2007). doi: 10.1021/es0616130
    [2]
    S. Sortino, S. Petralia, F. Bosca, and M. A. Miranda, Photochem. Photobiol. Sci. 1, 136 (2002). doi: 10.1039/b109232d
    [3]
    X. Liu, T. Zhang, Y. Zhou, L. Fang, and Y. Shao, Chemosphere 93, 2717 (2013). doi: 10.1016/j.chemosphere.2013.08.090
    [4]
    C. Zeng, Y. Ji, L. Zhou, Y. Zhang, and X. Yang, J. Hazard Mater. 239-240, 340 (2012). doi: 10.1016/j.jhazmat.2012.09.005
    [5]
    M. M. Dong, R. Trenholm, and F. L. Rosario-Ortiz, J. Hazard Mater. 282, 216 (2015). doi: 10.1016/j.jhazmat.2014.04.028
    [6]
    Y. Chen, C. Hu, X. Hu, and J. Qu, Environ. Sci. Technol. 43, 2760 (2009). doi: 10.1021/es803325j
    [7]
    Y. Ji, C. Zeng, C. Ferronato, J. M. Chovelon, and X. Yang, Chemosphere 88, 644 (2012). doi: 10.1016/j.chemosphere.2012.03.050
    [8]
    J. Ra, H. Yoom, H. Son, T. M. Hwang, and Y. Lee, Environ. Sci. Technol. 53, 7653 (2019). doi: 10.1021/acs.est.9b01412
    [9]
    X. Liu, T. Zhang, L. Wang, Y. Shao, and L. Fang, Chem. Eng. J. 260, 740 (2015). doi: 10.1016/j.cej.2014.08.109
    [10]
    K. B. Kale and D. P. Ottoor, Luminescence 34, 39 (2019). doi: 10.1002/bio.3574
    [11]
    Y. Chen, H. Li, Z. Wang, H. Li, T. Tao, and Y. Zuo, Water Res. 46, 2965 (2012). doi: 10.1016/j.watres.2012.03.025
    [12]
    W. Yang, S. Ben Abdelmelek, Z. Zheng, T. An, D. Zhang, and W. Song, Water Res. 47, 6558 (2013). doi: 10.1016/j.watres.2013.08.029
    [13]
    S. Yan and W. Song, Environ. Sci. Processes Impacts 16, 697 (2014). doi: 10.1039/C3EM00502J
    [14]
    L. Wang, H. Xu, W. J. Cooper, and W. Song, Sci. Total Environ. 426, 289 (2012). doi: 10.1016/j.scitotenv.2012.03.031
    [15]
    R. Schmidt, C. Tanielian, R. Dunsbach, and C. Wolff, J. Photochem. Photobiol. A 79, 11 (1994). doi: 10.1016/1010-6030(93)03746-4
    [16]
    M. A. J. Rodgers and P. T. Snowden, J. Am. Chem. Soc. 104, 5541 (1982). doi: 10.1021/ja00384a070
    [17]
    Y. Xia, F. Wang, R. N. Wang, K. H. Liu, and H. M. Su, Chin. J. Chem. Phys. 32, 93 (2019). doi: 10.1063/1674-0068/cjcp1811268
    [18]
    X. W. Zhang, X. Zhao, K. H. Liu, and H. M. Su, Chin. J. Chem. Phys. 33, 145 (2020). doi: 10.1063/1674-0068/cjcp2002021
    [19]
    N. T. Lamie, Spectrochim. Acta. A 149, 201 (2015). doi: 10.1016/j.saa.2015.04.077
    [20]
    T. Li, Y. Huang, G. Wei, Y. N. Zhang, Y. Zhao, J. C. Crittenden, and C. Li, Sci. Total Environ. 735, 139498 (2020). doi: 10.1016/j.scitotenv.2020.139498
    [21]
    C. Pierlot, V. Rataj, and J. M. Aubry, Chapter 3 Water-Soluble Carriers of Singlet Oxygen for Biological Media. In Singlet Oxygen: Applications in Biosciences and Nanosciences, Volume 1, The Royal Society of Chemistry: 1 (2016).
    [22]
    M. Wendel, S. Nizinski, M. Gierszewski, D. Prukala, M. Sikorski, K. Starzak, S. Wybraniec, and G. Burdzinski, Photochem. Photobiol. Sci. 15, 872 (2016). doi: 10.1039/C6PP00037A
    [23]
    P. Di Mascio, G. R. Martinez, S. Miyamoto, G. E. Ronsein, M. H. G. Medeiros, and J. Cadet, Chem. Rev. 119, 2043 (2019). doi: 10.1021/acs.chemrev.8b00554
    [24]
    C. Schweitzer and R. Schmidt, Chem. Rev. 103, 1685 (2003).
    [25]
    N. Wollscheid, J. L. P. Lustres, V. Brosius, M. Motzkus, U. H. F. Bunz, and T. Buckup, J. Phys. Chem. B 124, 10186 (2020). doi: 10.1021/acs.jpcb.0c05056
    [26]
    O. G. Berg and P. H. Vonhippel, Annu. Rev. Biophys. Biophys. Chem. 14, 131 (1985). doi: 10.1146/annurev.bb.14.060185.001023
    [27]
    M. Wang, X. Xiang, Y. Zuo, J. Peng, K. Lu, C. Dempsey, P. Liu, and S. Gao, Chemosphere 258, 127308 (2020). doi: 10.1016/j.chemosphere.2020.127308
    [28]
    T. M. Nolte and W. J. G. M. Peijnenburg, Environ. Chem. 14, 442 (2017). doi: 10.1071/EN17155
    [29]
    M. Vodovoz and G. Gadda, Arch. Biochem. Biophys. 695, 108625 (2020). doi: 10.1016/j.abb.2020.108625
    [30]
    M. S. Diaz and M. M. Luiz, Redox Rep. 20, 17 (2015). doi: 10.1179/1351000214Y.0000000100
    [31]
    E. A. Lissi, M. V. Encinas, E. Lemp, and M. A. Rubio, Chem. Rev. 93, 699 (1993). doi: 10.1021/cr00018a004
    [32]
    M. A. Biasutti, A. Posadaz, and N. A. Garcia, J. Pept. Res. 62, 11 (2003). doi: 10.1034/j.1399-3011.2003.00064.x
    [33]
    E. Haggi, N. Blasich, J. Diaz, M. Diaz, W. A. Massad, F. Amat-Guerri, and N. A. Garcia, Photochem. Photobiol. 83, 520 (2007). doi: 10.1562/2006-07-25-RA-982
    [34]
    E. Reynoso, M. A. Biasutti, and N. A. Garcia, Amino Acids 34, 61 (2008). doi: 10.1007/s00726-007-0591-3
    [35]
    M. V. Encinas, E. Lemp, and E. A. Lissi, J. Chem. Soc. Perkin Trans. 2, 1125 (1987).
    [36]
    E. L. Clennan, L. J. Noe, T. Wen, and E. Szneler, J. Org. Chem. 54, 3581 (1989). doi: 10.1021/jo00276a016
    [37]
    E. Lemp, C. Valencia, and A. L. Zanocco, J. Photochem. Photobiol. A 168, 91 (2004).
    [38]
    E. Lemp, A. L. Zanocco, G. Günther, and N. Pizarro, Tetrahedron 62, 10734 (2006). doi: 10.1016/j.tet.2006.08.091
    [39]
    S. N. Azizi, M. J. Chaichi, and M. Yousefi, Spectrochim. Acta A 73, 101 (2009). doi: 10.1016/j.saa.2009.01.029
    [40]
    E. Lemp, G. Günther, R. Castro, M. Curitol, and A. L. Zanocco, J. Photochem. Photobiol. A 175, 146 (2005). doi: 10.1016/j.jphotochem.2005.04.028
    [41]
    M. J. Kamlet, J. L. M. Abboud, M. H. Abraham, and R. W. Taft, J. Org. Chem. 48, 2877 (1983). doi: 10.1021/jo00165a018
    [42]
    Y. Marcus, M. J. Kamlet, and R. W. Taft, J. Phys. Chem. 92, 3613 (1988). doi: 10.1021/j100323a057
    [43]
    E. L. Clennan, L. J. Noe, T. Wen, and E. Szneler, J. Org. Chem. 54, 3581 (1989). doi: 10.1021/jo00276a016
  • 加载中

Catalog

    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

    Figures(6)  / Tables(2)

    Article Metrics

    Article views (658) PDF downloads(47) Cited by()
    Proportional views
    Related

    /

    DownLoad:  Full-Size Img  PowerPoint
    Return
    Return