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Korean Journal of Chemical Engineering

, Volume 36, Issue 12, pp 1949–1964 | Cite as

Design and bio-applications of biological metal-organic frameworks

  • Baoting Sun
  • Muhammad Bilal
  • Shiru JiaEmail author
  • Yunhong JiangEmail author
  • Jiandong CuiEmail author
Review Paper
  • 3 Downloads

Abstract

Biological metal-organic frameworks (bioMOFs) are a new subclass of the MOF family. In comparison with traditional MOFs, the bioMOFs are made of multifunctional biologically related ligands (bio-ligand) and metal ions. The bio-ligands confer biological compatibility for traditional MOFs, thus providing many opportunities for a wide array of biological applications. This review highlights the recent advances in the synthesis of bioMOFs comprising multifunctional bio-ligands and metal ions. These bio-ligands include nucleobases, amino acids, peptides, proteins, cyclodextrin, saccharides, and other biomolecules. Furthermore, the potential bio-applications of bioMOFs in several fields such as biomedicine, biosensing and bioimaging, antimicrobial applications, biomimetic catalysis, chiral separation, and environmental protection are also demonstrated.

Keywords

Biological Metal-organic Frameworks (bioMOFs) Bio-ligand Biodesign Bioapplication 

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Notes

Acknowledgements

This work is partially supported by the the Science and Technology Program of Tianjin, China (project no. 18PTSYJC00140). Dr. J. D. Cui also thanks support from the Key Projects of Tianjin Natural Science Foundation, China (project no. 19JCZDJC38100), Natural Science Foundation of Tianjin (project no. 19PTSYJC00060), and the Foundation of Key Laboratory of Industrial Fermentation Microbiology of Ministry of Education and Tianjin Key Lab of Industrial Microbiology (Tianjin University of Science & Technology) (project no. 2016IM001).

References

  1. 1.
    H. C. Zhou and S. Kitagawa, Chem. Soc. Rev., 43, 5415 (2014).PubMedCrossRefPubMedCentralGoogle Scholar
  2. 2.
    N. Jiang, Z. Y. Deng, S. Y. Liu, C. M. Tang and G. Y. Wang, Korean J. Chem. Eng., 33(9), 2747 (2016).CrossRefGoogle Scholar
  3. 3.
    O. M. Yaghi and H. L. Li, J. Am. Chem. Soc., 117, 10401 (1995).CrossRefGoogle Scholar
  4. 4.
    H. C. Zhou, J. R. Long and O. M. Yaghi, Chem. Rev., 112, 673 (2012).PubMedCrossRefPubMedCentralGoogle Scholar
  5. 5.
    Z. J. Lin, J. Lü, M. C. Hong and R. Cao, Chem. Soc. Rev.43, 5867 (2014).PubMedCrossRefGoogle Scholar
  6. 6.
    Y. S. Kang, Y. Lu, K. Chen, Y. Zhao, P. Wang and W. Y. Sun, Coord. Chem. Rev., 378, 262 (2019).CrossRefGoogle Scholar
  7. 7.
    J. Canivet, A. Fateeva, Y. M. Gao, B. Coasne and D. Farrusseng, Chem. Soc. Rev., 43, 5594 (2014).PubMedCrossRefPubMedCentralGoogle Scholar
  8. 8.
    Y. He, W. Zhou, G. Qian and B. Chen, Chem. Soc. Rev., 43, 5657 (2014).PubMedCrossRefPubMedCentralGoogle Scholar
  9. 9.
    R. Freund, U. Lachelt, T. Gruber, B. Ruhle and S. Wuttke, ACS Nano, 12, 2094 (2018).PubMedCrossRefPubMedCentralGoogle Scholar
  10. 10.
    M. Peller, K. Boll, A. Zimpel and S. Wuttke, Inorg. Chem. Front., 5, 1760 (2018).CrossRefGoogle Scholar
  11. 11.
    S. M. Hawxwell, G. M. Espallargas, D. Bradshaw, M. J. Rosseinsky, T. J. Prior, A. J. Florence, J. van de Streek and L. Brammer, Chem. Commun., 15, 1532 (2007).CrossRefGoogle Scholar
  12. 12.
    C. A. Black, L. R. Hanton and M. D. Spicer, Chem. Commun., 30, 3171 (2007).CrossRefGoogle Scholar
  13. 13.
    P. Ren, M.-L. Liu, J. Zhang, W. Shi, P. Cheng, D.-Z. Liao and S.-P. Yan, Dalton Trans., 35, 4711 (2008).CrossRefGoogle Scholar
  14. 14.
    K. Shen, M. Zhang and H. Zheng, CrystEngComm., 17, 981 (2015).CrossRefGoogle Scholar
  15. 15.
    F. A. Almeida Paz, J. Klinowski, S. M. F. Vilela, J. P. C. Tome, J. A. S. Cavaleiro and J. Rocha, Chem. Soc. Rev., 41, 1088 (2012).CrossRefGoogle Scholar
  16. 16.
    H. Cai, Y. L. Huang and D. Li, Coord. Chem. Rev., 378, 207 (2019).CrossRefGoogle Scholar
  17. 17.
    S. L. Anderson and K. C. Stylianou, Coord. Chem. Rev., 349, 102 (2017).CrossRefGoogle Scholar
  18. 18.
    P. Horcajada, R. Gref, T. Baati, P. K. Allan, G. Maurin, P. Couvreur, G. Férey, R. E. Morris and C. Serre, Chem. Rev., 112, 1232 (2011).PubMedCrossRefPubMedCentralGoogle Scholar
  19. 19.
    H. Wu, C. Y. Tian, Y. F. Zhang, C. Yang, S. P. Zhang and Z. Y. Jiang, Chem. Commun., 51, 6329 (2015).CrossRefGoogle Scholar
  20. 20.
    I. Imaz, M. Rubio-Martinez, J. An, I. Sole-Font, N. L. Rosi and D. Maspoch, Chem. Commun., 47, 7287 (2011).CrossRefGoogle Scholar
  21. 21.
    L. L. Xu, H. F. Zhang, M. Li, S. W. Ng, J. H. Feng, J. G. Mao and D. Li, J. Am. Chem. Soc., 140, 11569 (2018).PubMedCrossRefGoogle Scholar
  22. 22.
    G. Beobide, O. Castillo, A. Luque and S. Pérez-Yáñez, CrystEngComm., 17, 3051 (2015).CrossRefGoogle Scholar
  23. 23.
    Z. J. Lin, J. Lü, M. Hong and R. Cao, Chem. Soc. Rev., 43, 5867 (2014).PubMedCrossRefGoogle Scholar
  24. 24.
    J. Thomas-Gipson, G. Beobide, O. Castillo, A. Luque, J. Pascual-Colino, S. Perez-Yanez and P. Roman, CrystEngComm., 20, 2528 (2018).CrossRefGoogle Scholar
  25. 25.
    F. H. Allen, Acta Crystallogr., Sect. B: Struct. Sci., 58, 380 (2002).CrossRefGoogle Scholar
  26. 26.
    M. W. Zhang, Z. Y. Gu, M. Bosch, Z. Perry and H. C. Zhou, Coordin Chem Rev., 293, 327 (2015).CrossRefGoogle Scholar
  27. 27.
    S. Verma, A. K. Mishra and J. Kumar, Acc. Chem. Res., 43, 79 (2009).CrossRefGoogle Scholar
  28. 28.
    K. Gillen, R. Jensen and N. Davidson, J. Am. Chem. Soc., 86, 2792 (1964).CrossRefGoogle Scholar
  29. 29.
    J. P. García-Terán, O. Castillo, A. Luque, U. García-Couceiro, P. Román and L. Lezama, Inorg. Chem., 43, 4549 (2004).PubMedCrossRefGoogle Scholar
  30. 30.
    J. An, R. P. Fiorella, S. J. Geib and N. L. Rosi, J. Am. Chem. Soc., 131, 8401 (2009).PubMedCrossRefGoogle Scholar
  31. 31.
    J. An, O. K. Farha, J. T. Hupp, E. Pohl, J. I. Yeh and N. L. Rosi, Nat. Commun., 3, 604 (2012).PubMedCrossRefGoogle Scholar
  32. 32.
    J. An and N. L. Rosi, J. Am. Chem. Soc., 132, 5578 (2010).PubMedCrossRefGoogle Scholar
  33. 33.
    F. J. Carmona, S. Rojas, P. Sánchez, H. Jeremias, A. R. Marques, C. C. Romão, D. Choquesillo-Lazarte, J. A. R. Navarro, C. R. Maldonado and E. Barea, Inorg. Chem., 55, 6525 (2016).PubMedCrossRefGoogle Scholar
  34. 34.
    M. Zhang, W. Lu, J. R. Li, M. Bosch, Y. P. Chen, T. F. Liu, Y. Liu and H. C. Zhou, Inorg. Chem. Front., 1, 159 (2014).CrossRefGoogle Scholar
  35. 35.
    B. Sharma, A. Mahata, S. Mandani, T. K. Sarma and B. Pathak, RSC Adv., 6, 62968 (2016).CrossRefGoogle Scholar
  36. 36.
    B. Sharma, A. Mahata, S. Mandani, N. Thakur, B. Pathak and T. K. Sarma, New J. Chem., 42, 17983 (2018).CrossRefGoogle Scholar
  37. 37.
    E. R. Francotte, J. Chromatogr. A, 906, 379 (2001).PubMedCrossRefGoogle Scholar
  38. 38.
    A. Suksuwan, L. Lomlim, T. Rungrotmongkol, T. Nakpheng, F. L. Dickert and R. Suedee, J. Appl. Polym. Sci., 132, 1 (2015).Google Scholar
  39. 39.
    Y. Shimazaki, M. Takani and O. Yamauchi, Dalt. Trans., 38, 7854 (2009).CrossRefGoogle Scholar
  40. 40.
    M. Fleck and L. Bohaty, Acta Crystallogr. C., 61, 412 (2005).CrossRefGoogle Scholar
  41. 41.
    T. Glowiak and Z. Ciunik, Acta Crystallogr. B, 34, 1980 (1978).CrossRefGoogle Scholar
  42. 42.
    K. Stenzel and M. Fleck, Acta Crystallogr, Sect. E: Struct. Rep., 60, 1470 (2004).CrossRefGoogle Scholar
  43. 43.
    C. M. Gramaccioli, Acta Crystallogr., 21, 600 (1966).PubMedCrossRefGoogle Scholar
  44. 44.
    B. Q. Ma, D. S. Zhang, S. Gao, T. Z. Jin, C. H. Yan and G. X. Xu, Angew. Chem. Int. Ed., 39, 3644 (2000).CrossRefGoogle Scholar
  45. 45.
    T. T. Luo, L. Y. Hsu, C. C. Su, C. H. Ueng, T. C. Tsai and K. L. Lu, Inorg. Chem., 46, 1532 (2007).PubMedCrossRefGoogle Scholar
  46. 46.
    H. Y. An, E. B. Wang, D. R. Xiao, Y. G. Li, Z. M. Su and L. Xu, Angew. Chem. Int. Ed., 45, 904 (2006).CrossRefGoogle Scholar
  47. 47.
    Z. L. Chen, C. F. Jiang, W. H. Yan, F. P. Liang and S. R. Batten, Inorg. Chem., 48, 4674 (2009).PubMedCrossRefGoogle Scholar
  48. 48.
    F. Luo, Y. T. Yang, Y. X. Che and J. M. Zheng, CrystEngComm., 10, 1613 (2008).CrossRefGoogle Scholar
  49. 49.
    P. Zhu, W. Gu, F. Y. Cheng, X. Liu, J. Chen, S. P. Yan and D. Z. Liao, CrystEngComm., 10, 963 (2008).CrossRefGoogle Scholar
  50. 50.
    Z. R. Qu, H. Zhao, X. S. Wang, Y. H. Li, Y. M. Song, Y. J. Liu, Q. Ye, R. G. Xiong, B. F. Abrahams, Z. L. Xue and X. Z. You, Inorg. Chem., 42, 7710 (2003).PubMedCrossRefGoogle Scholar
  51. 51.
    Y. Xie, Z. Yu, X. Huang, Z. Wang, L. Niu, M. Teng and J. Li, Chem. Eur. J., 13, 9399 (2007).PubMedCrossRefGoogle Scholar
  52. 52.
    H. Y. Li, F. P. Huang, Y. M. Jiang and X. J. Meng, Inorg. Chim. Acta, 362, 1867 (2009).CrossRefGoogle Scholar
  53. 53.
    T. Takayama, S. Ohuchida, Y. Koike, M. Watanabe, D. Hashizume and Y. Ohashi, Bull. Chem. Soc. Jpn., 69, 1579 (1996).CrossRefGoogle Scholar
  54. 54.
    E. Ueda, Y. Yoshikawa, N. Kisshimoto, M. Tadokoro, H. Sakurai, N. Kajiwara and Y. Kojima, Bull. Chem. Soc. Jpn., 77, 981 (2004).CrossRefGoogle Scholar
  55. 55.
    H. Y. Lee, J. W. Kampf, K. S. Park and N. G. Marsh, Cryst. Growth Des., 8, 296 (2008).CrossRefGoogle Scholar
  56. 56.
    R. Ferrari, S. Bernés, C. R. de Barbarín, G. Mendoza-Díaz and L. Gasque, Inorg. Chim. Acta, 339, 193 (2002).CrossRefGoogle Scholar
  57. 57.
    S. Emami, F. A. A. Paz, A. Mendes and L. Gales, Cryst. Growth Des., 14, 4777 (2014).CrossRefGoogle Scholar
  58. 58.
    C. MArtí-Gastaldo, D. Antypov, J.E. Warren, M.E. Briggs, P.A. Chater, P. V. Wiper, G. J. Miller, Y. Z. Khimyak, G. R. Darling, N. G. Berry and M. J. Rosseinsky, Nature Chem., 6, 343 (2014).CrossRefGoogle Scholar
  59. 59.
    H.Y. Lee, J.W. Kampf, K.S. Park and E.N. Marsh, Cryst. Growth Des., 8, 296 (2008).CrossRefGoogle Scholar
  60. 60.
    C. Marti-Gastaldo, J. E. Warren, M. E. Briggs, J. A. Armstrong, K. M. Thomas and M. J. Rosseinsky, Chem. Eur. J., 21, 16027 (2015).PubMedCrossRefGoogle Scholar
  61. 61.
    J. Navarro-Sánchez, A. Argente-García, Y. Moliner-Martínez, D. Roca-Sanjuán, D. Antypov, P. Campins-Falco, M. J. Rosseinsky and C. Marti-Gastaldo, J. Am. Chem. Soc., 139, 4294 (2017).PubMedCrossRefGoogle Scholar
  62. 62.
    D. Peri, J. Ciston, F. Gándara, Y. Zhao and O. M. Yaghi, Inorg. Chem., 52, 13818 (2013).PubMedCrossRefGoogle Scholar
  63. 63.
    R. J. Radford, M. Lawrenz, P.C. Nguyen, J.A. McCammon and F.A. Tezcan, Chem. Commun., 47, 313 (2011).CrossRefGoogle Scholar
  64. 64.
    P. A. Sontz, J. B. Bailey, S. Ahn and F. A. Tezcan, J. Am. Chem. Soc., 137, 11598 (2015).PubMedCrossRefGoogle Scholar
  65. 65.
    J. B. Bailey, L. Zhang, J. A. Chiong, S. Ahn and F. A. Tezcan, J. Am. Chem. Soc., 139, 8160 (2017).PubMedCrossRefGoogle Scholar
  66. 66.
    J. Szejtli, Chem. Rev., 98, 1743 (1998).PubMedCrossRefGoogle Scholar
  67. 67.
    D. Prochowicz, A. Kornowicz and J. Lewinski, Chem. Rev., 117, 13461 (2017).PubMedCrossRefGoogle Scholar
  68. 68.
    R. A. Smaldone, R. S. Forgan, H. Furukawa, J. J. Gassensmith, A. M. Z. Slawin, O. M. Yaghi and J. F. Stoddart, Angew. Chem. Int. Ed., 49, 8630 (2010).CrossRefGoogle Scholar
  69. 69.
    J. J. Gassensmith, R. A. Smaldone, R. S. Forgan, C. E. Wilmer, D. B. Cordes, Y. Y. Botros, A. M. Z. Slawin, R. Q. Snurr and J. F. Stoddart, Org. Lett., 14, 1460 (2012).PubMedCrossRefGoogle Scholar
  70. 70.
    J. Liu, T. Y. Bao, X. Y. Yang, P. P. Zhu, L. H. Wu, J. Q. Sha, L. Zhang, L. Z. Dong, X. L. Cao and Y. Q. Lan, Chem. Commun., 53, 7804 (2017).CrossRefGoogle Scholar
  71. 71.
    H. A. Patel, T. Islamoglu, Z. C. Liu, S. K. M. Nalluri, A. Samanta, O. Anamimoghadam, C. D. Malliakas, O. K. Farha and J. F. Stoddart, J. Am. Chem. Soc., 139, 11020 (2017).PubMedCrossRefPubMedCentralGoogle Scholar
  72. 72.
    Y. Furukawa, T. Ishiwata, K. Sugikawa, K. Kokado and K. Sada, Angew. Chem. Int. Ed., 51, 10566 (2012).CrossRefGoogle Scholar
  73. 73.
    B. F. Abrahams, M. Moylan, S. D. Orchard and R. Robson, Angew. Chem. Int. Ed., 42, 1848 (2003).CrossRefGoogle Scholar
  74. 74.
    B. F. Abrahams, M. Moylan, S. D. Orchard and R. Robson, CrystEngComm., 5, 313 (2003).CrossRefGoogle Scholar
  75. 75.
    S.R. Miller, E. Alvarez, L. Fradcourt, T. Devic, S. Wuttke, P.S. Wheatley, N. Steunou, C. Bonhomme, C. Gervais, D. Laurencin, R. E. Morris, A. Vimont, M. Daturi, P. Horcajada and C. Serre, Chem. Commun., 49, 7773 (2013).CrossRefGoogle Scholar
  76. 76.
    D. N. Dybtsev, H. Chun, S. H. Yoon, D. Kim and K. Kim, J. Am. Chem. Soc., 126, 32 (2004).PubMedCrossRefGoogle Scholar
  77. 77.
    P. Jain, V. Ramachandran, R. J. Clark, H. D. Zhou, B. H. Toby, N. S. Dalal, H. W. Kroto and A. K. Cheetham, J. Am. Chem. Soc., 131, 13625 (2009).PubMedCrossRefGoogle Scholar
  78. 78.
    S. Thushari, J. A. K. Cha, H. H. Y. Sung, S. S. Y. Chui, A. L. F. Leung, Y. F. Yen and I.D. Williams, Chem. Commun., 44, 5515 (2005).CrossRefGoogle Scholar
  79. 79.
    D. N. Dybtsev, A. L. Nuzhdin, H. Chun, K. P. Bryliakov, E. P. Talsi, V. P. Fedin and K. Kim, Angew. Chem. Int. Ed., 45, 916 (2006).CrossRefGoogle Scholar
  80. 80.
    D. J. Levine, T. Runčevski, M. T. Kapelewski, B. K. Keitz, J. Oktawiec, D.A. Reed, J.A. Mason, H.Z.H. Jiang, K.A. Colwell, C.M. Legendre, S. A. FitzGerald and J. R. Long, J. Am. Chem. Soc., 138, 10143 (2016).PubMedCrossRefPubMedCentralGoogle Scholar
  81. 81.
    A.D. Burrows, M. Jurcic, L. L. Keenan, R. A. Lane, M. F. Mahon, M. R. Warren, H. Nowell, M. Paradowski and J. Spencer, Chem. Commun., 49, 11260 (2013).CrossRefGoogle Scholar
  82. 82.
    H. Su, F. Sun, J. Jia, H. He, A. Wang and G. Zhu, Chem. Commun., 51, 5774 (2015).CrossRefGoogle Scholar
  83. 83.
    Q.M. Qiu, H.Y. Chen, Y.X. Wang and Y. B. Ying, Coord. Chem. Rev., 387, 60 (2019).CrossRefGoogle Scholar
  84. 84.
    R. J. Drout, L. Robison and O.K. Farha, Coord. Chem. Rev., 381, 151 (2019).CrossRefGoogle Scholar
  85. 85.
    J. D. Cui, S. Z. Ren, B. T. Sun and S. R. Jia, Coord. Chem. Rev., 370, 22 (2018).CrossRefGoogle Scholar
  86. 86.
    M. Lismont, L. Dreesen and S. Wuttke, Adv. Funct. Mater., 27, 1606314 (2017).CrossRefGoogle Scholar
  87. 87.
    H. F. Krug, Angew. Chem. Int. Ed., 53, 12304 (2014).Google Scholar
  88. 88.
    P. Rivera-Gil, D. J. De Aberasturi, V. Wulf, B. Pelaz, P. D. Pino, Y. Y. Zhao, J. M. De La Fuente, I. R. De Larramendi, T. Rojo, X. J. Liang and W. J. Parak, Acc. Chem. Res., 46, 743 (2013).PubMedCrossRefPubMedCentralGoogle Scholar
  89. 89.
    T. Simon-Yarza, A. Mielcarek, P. Couvreur and C. Serre, Adv. Mater., 111, 1707365 (2018).CrossRefGoogle Scholar
  90. 90.
    S. Z. Wang, C.M. McGuirk, A. d’Aquino, J. A. Mason and C. A. Mirkin, Adv. Mater., 423, 1800202 (2018).CrossRefGoogle Scholar
  91. 91.
    S. Wuttke, M. J. Lismont, A. Escudero, B. Rungtaweevoranit and W. J. Parak, Biomaterials, 123, 172 (2017).PubMedCrossRefGoogle Scholar
  92. 92.
    M. M. Modena, B. Ruhle, T. P. Burg and S. Wuttke, Adv. Mater., 31, 1901556 (2019).CrossRefGoogle Scholar
  93. 93.
    S. Wuttke, M. Lismont, A. Escudero, B. Rungtaweevoranit and W. J. Parak, Biomaterials, 123, 172 (2017).PubMedCrossRefGoogle Scholar
  94. 94.
    S. Z. Wang, C. M. McGuirk, A. d’Aquino and J. A. Mason, Adv. Mater., 423, 1800202 (2018).CrossRefGoogle Scholar
  95. 95.
    T. Simon-Yarza, A. Mielcarek, P. Couvreur and C. Serre, Adv. Mater., 111, 1707365 (2018).CrossRefGoogle Scholar
  96. 96.
    J. An, S. J. Geib and N. L. Rosi, J. Am. Chem. Soc., 131, 8376 (2009).PubMedCrossRefGoogle Scholar
  97. 97.
    P. Horcajada, T. Chalati, C. Serre, B. Gillet, C. Sebrie, T. Bati, J.F. Eubank, D. Heurtaux, P. Clayette, C. Kreuz, J. S. Chang, Y. K. Hwang, V. Marsaund, P. N. Bories, L. Cynober, S. Gil, G. Ferey, P. Couvreur and R. Gref, Nat. Mater., 9, 172 (2010).PubMedCrossRefGoogle Scholar
  98. 98.
    M.C. Bernimi, D. Farren-Jimenez, M. Pasinetti, A. Ramirez-Pastor and R. Q. Snurr. J. Mater. Chem. B, 2, 766 (2014).CrossRefGoogle Scholar
  99. 99.
    B. Singco, L. H. Liu, Y. T. Chen, Y. H. Shih, H. Y. Huang and C. H. Lin, Micropor. Mesopor. Mater., 223, 254 (2016).CrossRefGoogle Scholar
  100. 100.
    T. Sattar. Appl. Nanoscience, 8, 1831 (2018).CrossRefGoogle Scholar
  101. 101.
    T. Satter and M. Athar, AIMS Mater. Sci., 5, 508 (2018).CrossRefGoogle Scholar
  102. 102.
    R. Abazari, A. R. Mahjoub, F. Ataei, A. Morsali, C. L. Carpenter-Warren, K. Mehdizadeh and A. M. Z. Slawin, Inorg. Chem., 57, 13364 (2018).PubMedCrossRefGoogle Scholar
  103. 103.
    W. Liu, Z. J. Yan, Z. D. Zhang, Y. X. Zhang, G. Y. Cai and Z. Y. Li, J. Alloys Compd., 788, 705e711 (2019).Google Scholar
  104. 104.
    . Peng, B.L. Bie, Y.Z.S. Sun, M. Liu, H. J. Cong, Y. C. Xia, H. Tang, H. X. Deng and X. Zhou, Nat. Commun., 9, 1293 (2018).PubMedPubMedCentralCrossRefGoogle Scholar
  105. 105.
    S. Wuttle, S. Braig, T. Preib, A. Zimpel, J. Sicklinger, C. Bellomo, J. O. Radler, A. M. Vollmar and T. Bein, Chem. Commun., 51, 15752 (2015).CrossRefGoogle Scholar
  106. 106.
    B. Illes, P. Hirschle, S. Barnert, V. Cauda, S. Wuttke and H. Engelke, Chem. Mater., 29, 8042 (2017).CrossRefGoogle Scholar
  107. 107.
    V. Agostoni, P. Horcajada, M. Noiray, M. Malanga, A. Aykac, L. Jicsinszky, A. Vargas-Berenguel, N. Semiramoth, S. Daoud-Mahammed, V. Nicolas, C. Martineau, F. Taulelle, J. Vigneron, A. Etcheberry, C. Serre and R. Gref, Sci. Rep., 5, 7925 (2015).PubMedPubMedCentralCrossRefGoogle Scholar
  108. 108.
    A. Zimpel, N. A. Danaf, B. Steinborn, J. Kuhn, M. Hohn, T. Bauer, P. Hirschle, W. Schrimpf, H. Engelke, E. Wagner, M. Barz, D. C. Lamb, U. Lachelt and S. Wuttke, ACS Nano, 13, 3884 (2019).PubMedCrossRefGoogle Scholar
  109. 109.
    R. Roder, T. Preib, P. Horschle, B. Steinborn, A. Zimpel, M. Hohn, J. O. Radler, T. Bein, E. Wagner, S. Wuttle and U. Lachelt, J. Am. Chem. Soc., 139, 2359 (2017).PubMedCrossRefGoogle Scholar
  110. 110.
    W. Schrimpf, J. C. Jiang, Z. Ji, P. Hirschle, D. C. Lamb, O. M. Yaghi and S. Wuttke, Nature Commun., 9, 1647 (2018).CrossRefGoogle Scholar
  111. 111.
    A. Zimpel, T. Preib, R. Roder, H. Engelkle, M. Ingrisch, M. Peller, J. O. Radler, E. Wagner, T. Bein, U. Lachelt and S. Wuttke, Chem. Mater., 28, 3318 (2016).CrossRefGoogle Scholar
  112. 112.
    . Simon-Yarza, M. Gimenez-Marques, R. Mrimi, A. Mielcarek, R. Gref, P. Horcajada, C. Serre and P. Couvreur, Angew. Chem., Int. Ed., 56, 15565 (2017).CrossRefGoogle Scholar
  113. 113.
    J. Zhuang, C.H. Kuo, L.Y. Chou, D.Y. Liu, E. Weerapana and C. K. Tsung, ACS Nano., 8, 2812 (2014).PubMedCrossRefGoogle Scholar
  114. 114.
    C. B. He, K. D. Lu, D. M. Liu and W. B. Lin, J. Am. Chem. Soc., 136, 5181 (2014).PubMedPubMedCentralCrossRefGoogle Scholar
  115. 115.
    S. K. Alsaiari, S. PAtil, M. Alyami, K. Alamoudi, F. A. Aleisa, J. S. Merzaban, M. Li and N. M. Khashab, J. Am. Chem. Soc., 140, 143 (2018).PubMedCrossRefGoogle Scholar
  116. 116.
    X. Shen and B. Yan, J. Colloid Interface Sci., 451, 63 (2015).PubMedCrossRefGoogle Scholar
  117. 117.
    X. Shen and B. Yan, Dalt. Trans., 44, 1875 (2015).CrossRefGoogle Scholar
  118. 118.
    D. Jonckheere, E. Coutino, W. Baekelant, B. Bueken, H. Reinsch, O. Fenwick, F. Richard, P. Samori, R. Ameloot, J. Hofkens, M. B. J. Roeffaers and D. E. De Vos, J. Mater. Chem. C., 4, 18 (2016).CrossRefGoogle Scholar
  119. 119.
    K. H. Xu, F. Q. Wang, S. Huang, Z. C. Yu, J. X. Zhang, J. G. Yu, H. Y. Gao, Y.Y. Fu and Y.N. Zhao, RSC Adv., 6, 91741 (2016).CrossRefGoogle Scholar
  120. 120.
    R. Xu, Y. Wang, X. Duan, K. Lu, D. Micheroni, A. Hu and W. Lin, J. Am. Chem. Soc., 138, 2158 (2016).PubMedPubMedCentralCrossRefGoogle Scholar
  121. 121.
    Y. Y. Liang L. J. Luo, Y. Li, B. K. Ling, B. W. Chen, X. W. Wang and T. G. Luan, Eur. J. Inorg. Chem., 2019, 206 (2019).CrossRefGoogle Scholar
  122. 122.
    H. Cai, W. G. Lu, C. Yang, M. Zhang, M. Li, C. M. Che and D. Li, Adv. Optical Mater., 7, 1801149 (2019).CrossRefGoogle Scholar
  123. 123.
    M. Peller, K. Boll, A. Zimpel and S. Wuttke, Inorg. Chem. Front., 5, 1760 (2018).CrossRefGoogle Scholar
  124. 124.
    K. M. L. Taylor, W. J. Rieter and W. Lin, J. Am. Chem. Soc., 130, 14358 (2008).PubMedCrossRefPubMedCentralGoogle Scholar
  125. 125.
    P. Horcajada, T. Chalati, C. Serre, B. Gillet, C. Sebrie, T. Baati, J. F. Eubank, D. Heurtaux, P. Clayette, C. Kreuz, J.-S. Chang, Y. K. Hwang, V. Marsaud, P.-N. Bories, L. Cynober, S. Gil, G. Férey, P. Couvreur and R. Gref, Nat. Mater., 9, 172 (2010).PubMedCrossRefGoogle Scholar
  126. 126.
    M. Lismont, L. Dreesen and S. Wuttke, Adv. Funct. Mater., 27, 1606314 (2017).CrossRefGoogle Scholar
  127. 127.
    R. Nishiyabu, C. Aime, R. Gondo, K. Kaneko and N. Kimizuka, Chem. Commun., 46, 433 (2010).CrossRefGoogle Scholar
  128. 128.
    W. Zhuang, D. Yuan, J. R. Li, Z. Luo, H. C. Zhou, S. Bashir and J. Liu, Adv. Healthcare Mater., 1, 225 (2012).CrossRefGoogle Scholar
  129. 129.
    S. W. Jaros, P. Smoleński, M. F. C. Guedes da Silva, M. Florek, J. Król, Z. Staroniewicz, A. J. L. Pombeiro and A. M. Kirillov, CrystEngComm., 15, 8060 (2013).CrossRefGoogle Scholar
  130. 130.
    M. Berchel, T. Le Gall, C. Denis, S. Le Hir, F. Quentel, C. Elléouet, T. Montier, J. M. Rueff, J. Y. Salaün, J. P. Haelters, G. B. Hix, P. Lehn and P. A. Jaffrès, New J. Chem., 35, 1000 (2011).CrossRefGoogle Scholar
  131. 131.
    H. E. Emam, O. M. Darwesh and R. M. Abdelhameed, Colloids Surf., B, 165, 219 (2018).CrossRefGoogle Scholar
  132. 132.
    K. B. Wang, Y. X. Yin, C. Y. Li, Z. R. Geng and Z. L. Wang, CrystEngComm., 12, 6231 (2011).CrossRefGoogle Scholar
  133. 133.
    C. Tamames-Tabar, E. Imbuluzqueta, N. Guillou, C. Serre, S. R. Miller, E. Elkaïm, P. Horcajada and M. J. Blanco-Prieto, CrystEngComm., 17, 456 (2015).CrossRefGoogle Scholar
  134. 134.
    J. Restrepo, Z. Serroukh, J. Santiago, S. Aguado, P. Gomez-Sal, M. E. G. Mosquera and R. Rosal, Eur. J. Inorg. Chem., 2017, 574 (2017).CrossRefGoogle Scholar
  135. 135.
    A. R. Chowdhuri, B. Das, A. Kumar, S. Tripathy, S. Roy and S. K. Sahu, Nanotechnology, 28, 095102 (2017).PubMedCrossRefGoogle Scholar
  136. 136.
    S. Lin, X. M. Liu, L. Tan, Z. D. Cui, X. J. Yang, K. W. K. Yeung, H. Pan and S. Wu, ACS Appl. Mater. Interfaces, 9, 19248 (2017).PubMedCrossRefGoogle Scholar
  137. 137.
    A. Dhakshinamoorthy, Z. H. Li and H. Garcia, Chem. Soc. Rev., 47, 8134 (2018).PubMedCrossRefGoogle Scholar
  138. 138.
    C. S. Diercks, Y.Z. Liu, K.E. Cordova and O.M. Yaghi, Nature Mat., 17, 301 (2018).CrossRefGoogle Scholar
  139. 139.
    S. M. J. Rogge, A. Bavykina, J. Hajek, H. Garcia, A. I. Olivos-Suarez, A. Sepulveda-Escribano, A. Virmont, G. Clet, P. Bazin, F. Kapteijn, M. Daturi, E. V. Ramos-Fernandez, F. X. Llabres i Xamena, V. V. Speybroeck and J. Gascon, Chem. Soc. Rev., 46, 3134 (2017).PubMedPubMedCentralCrossRefGoogle Scholar
  140. 140.
    K. Chen and C. D. Wu, Coord. Chem. Rev., 378, 445 (2019).CrossRefGoogle Scholar
  141. 141.
    B. Li, D. Chen, J. Wang, Z. Yan, L. Jiang, D. Duan, J. He, Z. Luo, J. Zhang and F. Yuan, Sci. Rep., 4, 6759 (2014).PubMedPubMedCentralCrossRefGoogle Scholar
  142. 142.
    M. Zhao and C. D. Wu, ChemCatChem., 9, 1192 (2017).CrossRefGoogle Scholar
  143. 143.
    J. W. Li, Y. W. Ren, C. R. Qi and H. F. Jiang, Chem. Commun., 53, 8223 (2017).CrossRefGoogle Scholar
  144. 144.
    B. Li, Y. Zhang, D. Ma, T. Ma, Z. Shi and S. Ma, J. Am. Chem. Soc., 136, 1202 (2014).PubMedCrossRefGoogle Scholar
  145. 145.
    X. W. Dong, T. Liu, Y. Z. Hu, X. Y. Liu and C. M. Che, Chem. Commun., 49, 7681 (2013).CrossRefGoogle Scholar
  146. 146.
    L. T. M. Hoang, L. H. Ngo, H. L. Nguyen, H. Y. H. Nguyen, C. K. Nguyen, B. T. Nguyen, Q. T. Ton, H. K. D. Nguyen, K. E. Cordova and T. Truong, Chem Commun., 51, 17132 (2015).CrossRefGoogle Scholar
  147. 147.
    N. Li, J. Liu, J. J. Liu, L. Z. Dong, Z. F. Xin, Y. L. Teng and Y. Q. Lan, Angew. Chem. Int. Ed., 16, 5226 (2019).CrossRefGoogle Scholar
  148. 148.
    M. Y. Li, F. Wang, Z. G. Gu and J. Zhang, RSC Adv., 7, 4872 (2017).CrossRefGoogle Scholar
  149. 149.
    J. H. Zhang, R. Y. Nong, B. J. Wang, P. Ai, S. M. Xie and L. M. Yuan, Electrophoresis, 38, 2513 (2017).PubMedCrossRefGoogle Scholar
  150. 150.
    J. Y. Chan, H. C. Zhang, Y. Nolvachai, Y. X. Hu, H. J. Zhu, M. Forsyth, Q. F. Gu, D. E. Koke, X. W. Zhang, P. Marriot and H. T. Wang, Angew. Chem. Int. Ed., 130, 17376 (2018).CrossRefGoogle Scholar
  151. 151.
    J. J. Yang, C. A. Trickett, S. B. Alahmadi, A. S. Alshammari and O. M. Yaghi, J. Am. Chem. Soc., 139, 8118 (2017).PubMedCrossRefGoogle Scholar
  152. 152.
    K. J. Hartlieb, J. M. Holcroft, P. Z. Moghadam, N. A. Vermeulen, M. M. Algaradah, M. S. Nassar, Y. Y. Botros, R. Q. Snurr and J. F. Stoddart, J. Am. Chem. Soc., 138, 2292 (2016).PubMedCrossRefGoogle Scholar
  153. 153.
    H. J. Lu, X. N. Yang, S. X. Li, Y. Zhang, J. Q. Sha, C. D. Li and J. W. Sun, Inorg. Chem. Commun., 61, 48 (2015).CrossRefGoogle Scholar
  154. 154.
    K. Adil, Y. Belmabkhout, R. S. Pillai, A. Cadiau, P. M. Bhatt, A. H. Assen, G. Maurin and M. Eddaoudi, Chem. Soc. Rev., 46, 3402 (2017).PubMedCrossRefGoogle Scholar
  155. 155.
    B. Li, H. M. Wen and B.L. Chen, J. Phys. Chem. Lett., 5, 3468 (2014).PubMedCrossRefGoogle Scholar
  156. 156.
    M. A. Hashim, S. Mukhopadhyay, J. Narayan Sahu and B. Sengupta, J. Environ. Manage., 92, 2355 (2011).PubMedCrossRefGoogle Scholar
  157. 157.
    M. Mon, F. Lloret, J. Ferrando-Soria, C. Marti-Gastaldo, D. Armentano and E. Pardo, Angew. Chem. Int. Ed., 55, 11167 (2016).CrossRefGoogle Scholar
  158. 158.
    F. Ke, L. G. Qiu, Y. P. Yuan, F. M. Peng, X. Jiang, A. J. Xie, Y. H. Shen and J. F. Zhu, J. Hazard. Mater., 196, 36 (2011).PubMedCrossRefGoogle Scholar
  159. 159.
    B. N. Bhadra, J. K. Lee, C. W. Cho and S. H. Jhung, Chem. Eng. J., 343, 225 (2018).CrossRefGoogle Scholar
  160. 160.
    B. N. Bhadra and S. H. Jhung, Micropor. Mesopor. Mater., 270, 102 (2018).CrossRefGoogle Scholar
  161. 161.
    S. L. Zhang, W.X. Yao, D. F. Fu, C.X. Zhang and H. T. Zhao, J. Sep. Sci., 41, 1864 (2018).PubMedCrossRefGoogle Scholar
  162. 162.
    Y. B. He, W. Zhou, G.D. Qian and B.L. Chen, Chem. Soc. Rev., 43, 5657 (2014).PubMedCrossRefPubMedCentralGoogle Scholar
  163. 163.
    N. S. Bobbitt, M.L. Mendonca, A. J. Howarth, T. Islamoglu, J.T. Hupp, O. K. Farha and R. Q. Snurr, Chem. Soc. Rev., 46, 3357 (2017).PubMedCrossRefGoogle Scholar
  164. 164.
    J. An, R. P. Fiorella, S. J. Geib and N. L. Rosi, J. Am. Chem. Soc., 131, 8401 (2009).PubMedCrossRefGoogle Scholar
  165. 165.
    J. An, S. J. Geib and N. L. Rosi, J. Am. Chem. Soc., 132, 38 (2010).PubMedCrossRefGoogle Scholar
  166. 166.
    T. Li, J. E. Sullivant and N. L. Rosi, J. Am. Chem. Soc., 135, 9984 (2013).PubMedCrossRefGoogle Scholar
  167. 167.
    E. Atci, I. Erucar and S. Keskin, J. Phys. Chem. C, 115, 6833 (2011).CrossRefGoogle Scholar

Copyright information

© The Korean Institute of Chemical Engineers 2019

Authors and Affiliations

  1. 1.State Key Laboratory of Food Nutrition and Safety, Key Laboratory of Industrial Fermentation Microbiology, Ministry of EducationTianjin University of Science and TechnologyTianjinP. R. China
  2. 2.School of Life Science and Food EngineeringHuaiyin Institute of TechnologyHuaianChina
  3. 3.Bristol Dental SchoolUniversity of BristolBristolUK

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