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Moisture-resistant and green cyclodextrin metal–organic framework nanozyme based on cross-linkage for visible detection of cellular hydrogen peroxide

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Abstract

A moisture-resistant and green cyclodextrin metal–organic framework (CD-MOF) nanosheet has been prepared via an one-pot antisolvent synthesis procedure. After the treatment of in situ chemical cross-linkage, the two-dimensional (2D) cross-linked CD-MOF exhibited both peroxidase (POD) and oxidase (OXD) enzymatic activities, as well as hydrolytic stability. On the basis of its POD mimics function, the proof-of-concept biosensors were constructed to realize the colorimetric detection for H2O2 and glucose, respectively. In vitro cytotoxicity experiments showed that the 2D cross-linked CD-MOF nanozymes still maintained excellent biocompatibility even at a concentration reaching up to several mg/mL. The in situ colorimetric detection of H2O2 secreted by HepG2 cells further confirmed its promising biocompatibility, showing its great promises as label-free colorimetric probe in early cancer detection and pathological process monitoring.

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References

  1. Aviello G, Knaus UG (2018) NADPH oxidases and ROS signaling in the gastrointestinal tract. Mucosal Immunol 11:1011–1023

    Article  CAS  Google Scholar 

  2. Niedzielska E, Smaga I, Gawlik M, Moniczewski A, Stankowicz P, Pera J, Filip M (2016) Oxidative stress in neurodegenerative diseases. Mol Neurobiol 53:4094–4125

    Article  CAS  Google Scholar 

  3. Xu YX, Li PP, Zhu Y, Tang Y, Chen HY, Zhu XH, Wu CY, Zhang YY, Liu ML, Yao SZ (2022) A fluorescence nanoplatform for the determination of hydrogen peroxide and adenosine triphosphate via tuning of the peroxidase-like activity of CuO nanoparticle decorated UiO-66. Microchim Acta 189:119

    Article  CAS  Google Scholar 

  4. Su M, Chen HD, Zhang H, Wang ZX (2022) Controllable bisubstrate multi-colorimetric assay based on peroxidase-like nanozyme and complementary colorharmonic principle for semi-quantitative detection of H2O2 with the naked eye. Microchim Acta 189:81

    Article  CAS  Google Scholar 

  5. Hu XB, Shang N, Chen XH, Jin ZH, He MY, Gan T, Liu YM (2022) Culture and in situ H2O2-mediated electrochemical study of cancer cells using three-dimensional scaffold based on graphene foam coated with Fe3O4 nanozyme. Microchim Acta 189:89

    Article  CAS  Google Scholar 

  6. Hallaj T, Amjadi M, Song Z, Bagheri R (2017) Strong enhancement of the chemiluminescence of the Cu(II)-H2O2 system on addition of carbon nitride quantum dots, and its application to the detection of H2O2 and glucose. Microchim Acta 185:67

    Article  Google Scholar 

  7. Li Y, Luo G, Qing Z, Li X, Zou Z, Yang R (2019) Colorimetric aminotriazole assay based on catalase deactivation-dependent longitudinal etching of gold nanorods. Microchim Acta 186:565

    Article  CAS  Google Scholar 

  8. Zong LP, Ruan LY, Li J, Marks RS, Wang JS, Cosnier S, Zhang XJ, Shan D (2021) Fe-MOGs-based enzyme mimetic and its mediated electrochemiluminescence for in situ detection of H2O2 released from Hela cells. Biosens Bioelectron 184:113216

    Article  CAS  Google Scholar 

  9. Khataee A, Irani-Nezhad MH, Hassanzadeh J (2018) Improved peroxidase mimetic activity of a mixture of WS2 nanosheets and silver nanoclusters for chemiluminescent quantification of H2O2 and glucose. Microchim Acta 185:190

    Article  Google Scholar 

  10. Wang Z, Ju P, Zhang Y, Jiang F, Ding H, Sun C (2020) CoMoO4 nanobelts as efficient peroxidase mimics for the colorimetric determination of H2O2. Microchim Acta 187:424

    Article  Google Scholar 

  11. Zhang W, Li X, Cui T, Li S, Qian Y, Yue Y, Zhong W, Xu B, Yue W (2021) PtS2 nanosheets as a peroxidase-mimicking nanozyme for colorimetric determination of hydrogen peroxide and glucose. Microchim Acta 188:174

    Article  CAS  Google Scholar 

  12. Hao J, Song G, Liu T, Yi X, Yang K, Cheng L, Liu Z (2017) In vivo long-term biodistribution, excretion, and toxicology of PEGylated transition-metal dichalcogenides MS2 (M = Mo, W, Ti) nanosheets. Adv Sci 4:1600160

    Article  Google Scholar 

  13. Smaldone RA, Forgan RS, Furukawa H, Gassensmith JJ, Slawin AMZ, Yaghi OM, Stoddart JF (2010) Metal-organic frameworks from edible natural products. Angew Chem Int Edi 49:8630–8634

    Article  CAS  Google Scholar 

  14. Kumar S, Jain S, Nehra M, Dilbaghi N, Marrazza G, Kim KH (2020) Green synthesis of metal-organic frameworks: a state-of-the-art review of potential environmental and medical applications. Coord Chem Rev 420:129330

    Article  Google Scholar 

  15. Xue Q, Ye C, Zhang M, Hu X, Cai T (2019) Glutathione responsive cubic gel particles cyclodextrin metal-organic frameworks for cellular drug delivery. J Colloid Interface Sci 551:39–46

    Article  CAS  Google Scholar 

  16. He Y, Xiong T, He S, Sun H, Huang C, Ren X, Wu L, Patterson LH, Zhang J (2020) Pulmonary targeting crosslinked cyclodextrin metal–organic frameworks for lung cancer therapy. Adv Funct Mater 31:2004550

    Article  Google Scholar 

  17. Roy I, Stoddart JF (2021) Cyclodextrin metal-organic frameworks and their applications. Acc Chem Res 54:1440–1453

    Article  CAS  Google Scholar 

  18. Bello MG, Yang YC, Wang CF, Wu L, Zhou PP, Ding HY, Ge XF, Guo T, Wei L, Zhang JW (2020) Facile synthesis and size control of 2D cyclodextrin-based metal-organic frameworks nanosheet for topical drug delivery. Part Part Syst Char 37:2000147

    Article  CAS  Google Scholar 

  19. He Y, Hou X, Guo J, He Z, Guo T, Liu Y, Zhang Y, Zhang J, Feng N (2020) Activation of a gamma-cyclodextrin-based metal-organic framework using supercritical carbon dioxide for high-efficient delivery of honokiol. Carbohydr Polym 235:115935

    Article  CAS  Google Scholar 

  20. Shen D, Wang G, Liu Z, Li P, Cai K, Cheng C, Shi Y, Han JM, Kung CW, Gong X, Guo QH, Chen H, Sue AC, Botros YY, Facchetti A, Farha OK, Marks TJ, Stoddart JF (2018) Epitaxial growth of gamma-cyclodextrin-containing metal-organic frameworks based on a host-guest strategy. J Am Chem Soc 140:11402–11407

    Article  CAS  Google Scholar 

  21. Li YH, Zhou S, Jian X, Zhang X, Song Y-Y (2021) Asymmetrically coating Pt nanoparticles on magnetic silica nanospheres for target cell capture and therapy. Microchim Acta 188:361

    Article  CAS  Google Scholar 

  22. Fang G, Li W, Shen X, Perez-Aguilar JM, Chong Y, Gao X, Chai Z, Chen C, Ge C, Zhou R (2018) Differential Pd-nanocrystal facets demonstrate distinct antibacterial activity against Gram-positive and Gram-negative bacteria. Nat Commun 9:129

    Article  Google Scholar 

  23. He SB, Hu AL, Zhuang QQ, Peng HP, Deng HH, Chen W, Hong GL (2020) Ascorbate oxidase mimetic activity of copper (II) oxide nanoparticles. ChemBioChem 21:978–984

    Article  CAS  Google Scholar 

  24. Yang H, He Q, Pan J, Lin M, Lao Z, Li Q, Cui X, Zhao S (2022) PtCu nanocages with superior tetra-enzyme mimics for colorimetric sensing and fluorescent sensing dehydroepiandrosterone. Sens Actuat B Chem 351:130905

    Article  CAS  Google Scholar 

  25. Park S, You XJ, Imlay JA (2005) Substantial DNA damage from submicromolar cellular hydrogen peroxide detected in Hpx(-) mutants of Escherichia coli. Proc Natl Acad Sci 102:9317–9322

    Article  CAS  Google Scholar 

  26. Hervera A, De Virgiliis F, Palmisano I, Zhou L, Tantardini E, Kong G, Hutson T, Danzi MC, Perry RB, Santos CXC, Kapustin AN, Fleck RA, Del Rio JA, Carroll T, Lemmon V, Bixby JL, Shah AM, Fainzilber M, Di Giovanni S (2018) Reactive oxygen species regulate axonal regeneration through the release of exosomal NADPH oxidase 2 complexes into injured axons. Nat Cell Biol 20:307–319

    Article  CAS  Google Scholar 

  27. Wang WX, Jiang WL, Mao GJ, Tan M, Fei J, Li Y, Li CY (2021) Monitoring the fluctuation of hydrogen peroxide in diabetes and its complications with a novel near-infrared fluorescent probE. Anal Chem 93:3301–3307

    Article  CAS  Google Scholar 

  28. Jian XX, Xu J, Wang YM, Zhao CX, Gao ZD, Song YY (2021) Deployment of MIL-88B(Fe)/TiO2 nanotube-supported Ti wires as reusable electrochemiluminescence microelectrodes for noninvasive sensing of H2O2 from single cancer cells. Anal Chem 93:11312–11320

    Article  CAS  Google Scholar 

  29. Jiang L, He CH, Chen HY, Xi CY, Fodjo EK, Zhou ZR, Qian RC, Li DW, Hafez ME (2021) In situ monitoring of hydrogen peroxide released from living cells using a ZIF-8-based surface-enhanced raman scattering sensor. Anal Chem 93:12609–12616

    Article  CAS  Google Scholar 

  30. Amatore C, Arbault S, Guille M, Lemaitre F (2008) Electrochemical monitoring of single cell secretion: vesicular exocytosis and oxidative stress. Chem Rev 108:2585–2621

    Article  CAS  Google Scholar 

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Funding

This work was supported by the National Natural Science Foundation of China (No. 22006033), China Postdoctoral Science Foundation (2020M672243), Postdoctoral Research Grant in Henan Province, China (201901024), Open Foundation of Key Laboratory of Industrial Ecology and Environmental Engineering, MOE (KLIEEE-19–04) and Excellent Science and Technology Innovation Team of Henan Normal University (No. 2021TD06).

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Authors and Affiliations

  1. Key Laboratory for Yellow River and Huai River Water Environmental Pollution Control, Ministry of Education, Henan Key Laboratory for Environmental Pollution Control, Henan Engineering Laboratory of Environmental Functional Materials and Pollution Control, International Joint Laboratory On Key Techniques in Water Treatment, Henan Province, School of Environment, Henan Normal University, Xinxiang, Henan, 453007, People’s Republic of China

    Bing Tan, Shasha Zhang, Kemeng Wang, Yingli Yan, Xiang Li, Guifen Zhu & Jing Fan

  2. School of Basic Medical Sciences, Xinxiang Medical University, Xinxiang, Henan, 453007, People’s Republic of China

    Zhili Chu

  3. College of Life Sciences, Henan Normal University, Xinxiang, Henan, 453007, People’s Republic of China

    Qiwen Wang

  4. Key Laboratory of Industrial Ecology and Environmental Engineering (Ministry of Education, China), School of Environmental Science and Technology, Dalian University of Technology, Linggong Road 2, Dalian, 116024, People’s Republic of China

    Huimin Zhao

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  1. Bing Tan
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  2. Shasha Zhang
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  3. Kemeng Wang
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  10. Huimin Zhao
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Correspondence to Bing Tan or Huimin Zhao.

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Tan, B., Zhang, S., Wang, K. et al. Moisture-resistant and green cyclodextrin metal–organic framework nanozyme based on cross-linkage for visible detection of cellular hydrogen peroxide. Microchim Acta 189, 295 (2022). https://doi.org/10.1007/s00604-022-05389-0

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