Skip to main content
SpringerLink
Log in

Bimetallic organic framework-based aptamer sensors: a new platform for fluorescence detection of chloramphenicol

  • Research Paper
  • Published:
Analytical and Bioanalytical Chemistry Aims and scope Submit manuscript

Abstract

A fluorescence method for the quantitative detection of chloramphenicol (CAP) has been developed using phosphate and fluorescent dye 6-carboxy-x-rhodamine (ROX) double-labeled aptamers of CAP and the bimetallic organic framework nanomaterial Cu/UiO-66. Cu/UiO-66 was prepared by coordinate bonding of metal organic framework (MOF) nanomaterial UiO-66 with copper ions. Cu/UiO-66 contains a large number of metal defect sites, which can be combined with phosphate-modified nucleic acid aptamers through strong coordination between phosphate and zirconium to form “fluorescence turn-on” sensors. In the absence of CAP, all single-stranded aptamers were adsorbed on the surface of Cu/UiO-66 through π-π stacking between single-stranded DNA and Cu/UiO-66, which brings the ROX fluorophores and Cu/UiO-66 into close proximity. The ROX fluorescence of aptamers was then quenched by Cu/UiO-66 through photoinduced electron transfer (PET). In the presence of CAP, however, CAP reacted with nucleic acid aptamers to form a special spatial structure, in which the ROX fluorophores were far away from the MOF surface via a change in the spatial structure of the aptamers, and the fluorescence of ROX was able to be recovered. The quantitative detection of CAP can be achieved by measuring the fluorescence signal of ROX using synchronous scanning fluorescence spectrometry. Under optimum conditions, the fluorescence intensities of ROX exhibit a good linear dependence on the concentration of CAP in the range of 0.2–10 nmol/L, with a detection limit of 0.09 nmol/L. The method has advantages of high sensitivity, good selectivity, and a low limit of detection.

Graphical abstract

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  1. Hussein MMA, Wada S, Hatai K, Yamamoto A. Antimycotic activity of eugenol against selected water molds. J Aquat Anim Health. 2000;12(3):224–9. https://doi.org/10.1577/1548-8667(2000)012<0224:aaoeas>2.0.co;2.

    Article  Google Scholar 

  2. Vanderzwalmen M, Eaton L, Mullen C, Henriquez F, Carey P, Snellgrove D, et al. The use of feed and water additives for live fish transport. Rev Aquac. 2019;11(1):263–78. https://doi.org/10.1111/raq.12239.

    Article  Google Scholar 

  3. Bartlett JG. Chloramphenicol. Med Clin N Am. 1982;66(1):91–102. https://doi.org/10.1016/s0025-7125(16)31444-4.

    Article  CAS  PubMed  Google Scholar 

  4. Lu XW, Dang Z, Yang C. Preliminary investigation of chloramphenicol in fish, water and sediment from freshwater aquaculture pond. Int J Environ Sci Technol. 2009;6(4):597–604. https://doi.org/10.1007/bf03326100.

    Article  CAS  Google Scholar 

  5. Eom KS. Antibiotic-induced increase in inflammatory markers in cured infectious spondylitis : two case reports. J Korean Neurosurg Soc. 2019;62(4):487–91. https://doi.org/10.3340/jkns.2018.0052.

    Article  PubMed  PubMed Central  Google Scholar 

  6. Couce A, Blazquez J. Side effects of antibiotics on genetic variability. FEMS Microbiol Rev. 2009;33(3):531–8. https://doi.org/10.1111/j.1574-6976.2009.00165.x.

    Article  CAS  PubMed  Google Scholar 

  7. Thomas VM, Thomas-Eapen N. An uncommon side effect of a commonly used antibiotic: amoxicillin-clavulanic acid induced hepatitis. Korean J Fam Med. 2017;38(5):307–10. https://doi.org/10.4082/kjfm.2017.38.5.307.

    Article  PubMed  PubMed Central  Google Scholar 

  8. Cunha BA. Antibiotic side effects. Med Clin N Am. 2001;85(1):149–85. https://doi.org/10.1016/s0025-7125(05)70309-6.

    Article  CAS  PubMed  Google Scholar 

  9. Vaudaux P, Lew DP. Tolerance of staphylococci to bactericidal antibiotics. Injury-Int J Care Inj. 2006;37:15–9. https://doi.org/10.1016/j.injury.2006.04.004.

    Article  Google Scholar 

  10. Moudgil P, Bedi JS, Aulakh RS, Gill JPS, Kumar A. Validation of HPLC multi-residue method for determination of fluoroquinolones, tetracycline, Sulphonamides and chloramphenicol residues in bovine Milk. Food Anal Meth. 2019;12(2):338–46. https://doi.org/10.1007/s12161-018-1365-0.

    Article  Google Scholar 

  11. Nagata T, Oka H. Detection of residual chloramphenicol, florfenicol, and thiamphenicol in yellowtail fish muscles by capillary gas chromatography mass spectrometry. J Agric Food Chem. 1996;44(5):1280–4. https://doi.org/10.1021/jf950343u.

    Article  CAS  Google Scholar 

  12. Xu H, Zhang J, He J, Mi JB, Liu LS. Rapid detection of chloramphenicol in animal products without clean-up using LC-high resolution mass spectrometry. Food Addit Contam Part A-Chem. 2011;28(10):1364–71. https://doi.org/10.1080/19440049.2011.598466.

    Article  CAS  Google Scholar 

  13. Du XJ, Zhou XN, Li P, Sheng W, Ducancel F, Wang S. Development of an immunoassay for chloramphenicol based on the preparation of a specific single-chain variable fragment antibody. J Agric Food Chem. 2016;64(14):2971–9. https://doi.org/10.1021/acs.jafc.6b00639.

    Article  CAS  PubMed  Google Scholar 

  14. El-Moghazy AY, Zhao CY, Istamboulie G, Amaly N, Si Y, Noguer T, et al. Ultrasensitive label-free electrochemical immunosensor based on PVA-co-PE nanofibrous membrane for the detection of chloramphenicol residues in milk. Biosens Bioelectron. 2018;117:838–44. https://doi.org/10.1016/j.bios.2018.07.025.

    Article  CAS  PubMed  Google Scholar 

  15. Zhou XC, Shi J, Zhang J, Zhao K, Deng AP, Li JG. Multiple signal amplification chemiluminescence immunoassay for chloramphenicol using functionalized SiO2 nanoparticles as probes and resin beads as carriers. Spectroc Acta Pt A-Molec Biomolec Spectr. 2019;222:117177. https://doi.org/10.1016/j.saa.2019.117177.

    Article  CAS  Google Scholar 

  16. Xu Q, Song ZJ, Ji ST, Xu G, Shi WY, Shen LX. The photocatalytic degradation of chloramphenicol with electrospun Bi2O2CO3-poly(ethylene oxide) nanofibers: the synthesis of crosslinked polymer, degradation kinetics, mechanism and cytotoxicity. RSC Adv. 2019;9(51):29917–26. https://doi.org/10.1039/c9ra06346c.

    Article  CAS  Google Scholar 

  17. Cardoso AR, Marques AC, Santos L, Carvalho AF, Costa FM, Martins R, et al. Molecularly-imprinted chloramphenicol sensor with laser-induced graphene electrodes. Biosens Bioelectron. 2019;124:167–75. https://doi.org/10.1016/j.bios.2018.10.015.

    Article  CAS  PubMed  Google Scholar 

  18. Sun YF, Wei TT, Jiang MD, Xu LH, Xu ZX. Voltammetric sensor for chloramphenicol determination based on a dual signal enhancement strategy with ordered mesoporous carbon@polydopamine and beta-cyclodextrin. Sens Actuator B-Chem. 2018;255:2155–62. https://doi.org/10.1016/j.snb.2017.09.016.

    Article  CAS  Google Scholar 

  19. He X, Wu C, Qian Y, Li Y, Zhang L, Ding F, et al. Highly sensitive and selective light-up fluorescent probe for monitoring gallium and chromium ions in vitro and in vivo. Analyst. 2019;144(12):3807–16. https://doi.org/10.1039/C9AN00625G.

    Article  CAS  PubMed  Google Scholar 

  20. He X, Xiong W, Zhang L, Xu C, Fan J, Qian Y, et al. ESIPT-based ratiometric fluorescent probe for highly selective and sensitive sensing and bioimaging of group IIIA ions in living cancer cells and zebrafish. Dyes Pigment. 2020;174:108059. https://doi.org/10.1016/j.dyepig.2019.108059.

    Article  CAS  Google Scholar 

  21. Sharma R, Akshath US, Bhatt P, Raghavarao K. Fluorescent aptaswitch for chloramphenicol detection - quantification enabled by immobilization of aptamer. Sens Actuator B-Chem. 2019;290:110–7. https://doi.org/10.1016/j.snb.2019.03.093.

    Article  CAS  Google Scholar 

  22. Yaghi OM, O'Keeffe M, Ockwig NW, Chae HK, Eddaoudi M, Kim J. Reticular synthesis and the design of new materials. Nature. 2003;423(6941):705–14. https://doi.org/10.1038/nature01650.

    Article  CAS  PubMed  Google Scholar 

  23. Geng DT, Zhang M, Hang XX, Xie WJ, Qin YC, Li Q, et al. A 2D metal-thiacalix 4 arene porous coordination polymer with 1D channels: gas absorption/separation and frequency response. Dalton Trans. 2018;47(27):9008–13. https://doi.org/10.1039/c8dt02089b.

    Article  CAS  PubMed  Google Scholar 

  24. Jiang YS, Song JS, Xiu ZJ, Huang LL, Gao F, Jiao SF, et al. Solvent-free syntheses of two pcu topological indium phosphite-oxalates with a novel butterfly motif and proton conductivity. Micropor Mesopor Mat. 2019;289:109643. https://doi.org/10.1016/j.micromeso.2019.109643.

    Article  CAS  Google Scholar 

  25. Zhang M, Chen MW, Bi YF, Huang LL, Zhou K, Zheng ZP. A bimetallic Co4Mo8 cluster built from Mo-8 oxothiomolybdate capped by a co-4-thiacalix 4 arene unit: the observation of the co-Mo synergistic effect for binder-free electrocatalysts. J Mater Chem A. 2019;7(20):12893–9. https://doi.org/10.1039/c9ta01603a.

    Article  CAS  Google Scholar 

  26. Song YF, Cronin L. Postsynthetic covalent modification of metal–organic framework (MOF) materials. Angew Chem Int Ed. 2008;47(25):4635–7. https://doi.org/10.1002/anie.200801631.

    Article  CAS  Google Scholar 

  27. Yassine O, Shekhah O, Assen AH, Belmabkhout Y, Salama KN, Eddaoudi M. H2S sensors: fumarate-based fcu-MOF thin film grown on a capacitive interdigitated electrode. Angew Chem Int Ed. 2016;55(51):15879–83. https://doi.org/10.1002/anie.201608780.

    Article  CAS  Google Scholar 

  28. Han Y-H, Tian C-B, Li Q-H, Du S-W. Highly chemical and thermally stable luminescent EuxTb1−x MOF materials for broad-range pH and temperature sensors. J Mater Chem C. 2014;2(38):8065–70. https://doi.org/10.1039/C4TC01336K.

    Article  CAS  Google Scholar 

  29. Saraf M, Rajak R, Mobin SM. A fascinating multitasking cu-MOF/rGO hybrid for high performance supercapacitors and highly sensitive and selective electrochemical nitrite sensors. J Mater Chem A. 2016;4(42):16432–45. https://doi.org/10.1039/C6TA06470A.

    Article  CAS  Google Scholar 

  30. Smith LM, Sanders JZ, Kaiser RJ, Hughes P, Dodd C, Connell CR, et al. Fluorescence detection in automated dna-sequence analysis. Nature. 1986;321(6071):674–9. https://doi.org/10.1038/321674a0.

    Article  CAS  PubMed  Google Scholar 

  31. Liu WS, Qu XY, Zhu CF, Gao YH, Mao CJ, Song JM, et al. A two-dimensional zinc(II)-based metal-organic framework for fluorometric determination of ascorbic acid, chloramphenicol and ceftriaxone. Microchim Acta. 2020;187:136. https://doi.org/10.1007/s00604-019-3979-3.

    Article  CAS  Google Scholar 

  32. Wang Q, Du XM, Zhao B, Pang ML, Li Y, Ruan WJ. A luminescent MOF as a fluorescent sensor for the sequential detection of Al3+ and phenylpyruvic acid. New J Chem. 2020;44(4):1307–12. https://doi.org/10.1039/c9nj05439a.

    Article  CAS  Google Scholar 

  33. Yu L, Zheng QT, Wang H, Liu CX, Huang XQ, Xiao YX. Double-color lanthanide metal-organic framework based logic device and visual Ratiometric fluorescence water microsensor for solid pharmaceuticals. Anal Chem. 2020;92(1):1402–8. https://doi.org/10.1021/acs.analchem.9b04575.

    Article  CAS  PubMed  Google Scholar 

  34. Wang ZH, Wang XZ, Lai XY, Hou Q, Ma JX, Li JH, et al. Three new coordination polymers based on a fluorene derivative ligand for the highly luminescent sensitive detection of Fe3+. J Mol Struct. 2020;1202:127341. https://doi.org/10.1016/j.molstruc.2019.127341.

    Article  CAS  Google Scholar 

  35. Zhang YJ, Zhao DS, Liu ZJ, Yang JD, Niu XY, Fan LM, et al. Synthesis of two isostructural Zn-CPs and their fluorescence sensing for Cr (VI) ion and nitrofurantoin in aqueous medium. J Solid State Chem. 2020;282:121086. https://doi.org/10.1016/j.jssc.2019.121086.

    Article  CAS  Google Scholar 

  36. Liu QJ, Wang H, Han P, Feng XY. Fluorescent aptasensing of chlorpyrifos based on the assembly of cationic conjugated polymer-aggregated gold nanoparticles and luminescent metal-organic frameworks. Analyst. 2019;144(20):6025–32. https://doi.org/10.1039/c9an00943d.

    Article  CAS  PubMed  Google Scholar 

  37. Sun C, Zhao SY, Qu F, Han WL, You JM. Determination of adenosine triphosphate based on the use of fluorescent terbium(III) organic frameworks and aptamer modified gold nanoparticles. Microchim Acta. 2020;187:34. https://doi.org/10.1007/s00604-019-4019-z.

    Article  CAS  Google Scholar 

  38. Wang HS, Liu HL, Wang K, Ding Y, Xu JJ, Xia XH, et al. Insight into the unique fluorescence quenching property of metal-organic frameworks upon DNA binding. Anal Chem. 2017;89(21):11366–71. https://doi.org/10.1021/acs.analchem.7b02256.

    Article  CAS  PubMed  Google Scholar 

  39. Ye T, Liu YF, Luo M, Xiang X, Ji XH, Zhou GH, et al. Metal-organic framework-based molecular beacons for multiplexed DNA detection by synchronous fluorescence analysis. Analyst. 2014;139(7):1721–5. https://doi.org/10.1039/c3an02077k.

    Article  CAS  PubMed  Google Scholar 

  40. Li NN, Huang X, Sun DP, Yu WY, Tan WG, Luo ZF, et al. Dual-aptamer-based voltammetric biosensor for the mycobacterium tuberculosis antigen MPT64 by using a gold electrode modified with a peroxidase loaded composite consisting of gold nanoparticles and a Zr(IV)/terephthalate metal-organic framework. Microchim Acta. 2018;185:543. https://doi.org/10.1007/s00604-018-3081-2.

    Article  CAS  Google Scholar 

  41. Guo JF, Li CM, Hu XL, Huang CZ, Li YF. Metal-organic framework MIL-101 enhanced fluorescence anisotropy for sensitive detection of DNA. RSC Adv. 2014;4(18):9379–82. https://doi.org/10.1039/c3ra47389a.

    Article  CAS  Google Scholar 

  42. Deria P, Bury W, Hod I, Kung C-W, Karagiaridi O, Hupp JT, et al. MOF functionalization via solvent-assisted ligand incorporation: phosphonates vs carboxylates. Inorg Chem. 2015;54(5):2185–92. https://doi.org/10.1021/ic502639v.

    Article  CAS  PubMed  Google Scholar 

  43. X-m H, Li N, Wang K, Zhang Z-q, Zhang J, Dang F-q. A fluorescence aptasensor based on two-dimensional sheet metal-organic frameworks for monitoring adenosine triphosphate. Anal Chim Acta. 2018;998:60–6. https://doi.org/10.1016/j.aca.2017.10.028.

    Article  CAS  Google Scholar 

  44. Liu Y, Hou W, Xia L, Cui C, Wan S, Jiang Y, et al. ZrMOF nanoparticles as quenchers to conjugate DNA aptamers for target-induced bioimaging and photodynamic therapy. Chem Sci. 2018;9(38):7505–9. https://doi.org/10.1039/C8SC02210K.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  45. Wang H-S, Liu H-L, Wang K, Ding Y, Xu J-J, Xia X-H, et al. Insight into the unique fluorescence quenching property of metal-organic frameworks upon DNA binding. Anal Chem. 2017;89(21):11366–71. https://doi.org/10.1021/acs.analchem.7b02256.

    Article  CAS  PubMed  Google Scholar 

  46. Javidi M, Housaindokht MR, Verdian A, Razavizadeh BM. Detection of chloramphenicol using a novel apta-sensing platform based on aptamer terminal-lock in milk samples. Anal Chim Acta. 2018;1039:116–23. https://doi.org/10.1016/j.aca.2018.07.041.

    Article  CAS  PubMed  Google Scholar 

  47. Abdel-Mageed AM, Rungtaweevoranit B, Parlinska-Wojtan M, Pei X, Yaghi OM, Behm RJ. Highly active and stable single-atom cu catalysts supported by a metal–organic framework. J Am Chem Soc. 2019;141(13):5201–10. https://doi.org/10.1021/jacs.8b11386.

    Article  CAS  PubMed  Google Scholar 

  48. Yan C, Zhang J, Yao L, Xue F, Lu J, Li B, et al. Aptamer-mediated colorimetric method for rapid and sensitive detection of chloramphenicol in food. Food Chem. 2018;260:208–12. https://doi.org/10.1016/j.foodchem.2018.04.014.

    Article  CAS  PubMed  Google Scholar 

Download references

Acknowledgments

This work was funded by the National Natural Science Foundation of China (21465010), the Open Foundation of Key Laboratory of Biologic Resources Protection and Utilization of Hubei Province (PKLHB1918, PKLHB1730), Hubei Provincial Natural Science Foundation of China (2018CFB247), and Special Funds for “Double First-Class” Construction in Hubei Province.

Funding

National Natural Science Foundation of China (21465010),

Open Foundation of Key Laboratory of Biologic Resources Protection and Utilization of Hubei Province (PKLHB1918, PKLHB1730),

Hubei Provincial Natural Science Foundation of China (2018CFB247).

Special Funds for “Double First-Class” Construction in Hubei Province.

Author information

Author notes

  1. Zijing Lu and Yansong Jiang contributed equally to this work.

Authors and Affiliations

  1. School of Chemical and Environmental Engineering, Hubei Minzu University, Enshi, 445000, Hubei, China

    Zijing Lu, Peng Wang, Weiwei Xiong, Baoping Qi, Dongshan Xiang & Kun Zhai

  2. Hubei Key Laboratory of Biological Resources Protection and Utilization, Hubei Minzu University, Enshi, 445000, Hubei, China

    Zijing Lu, Peng Wang, Weiwei Xiong, Dongshan Xiang & Kun Zhai

  3. College of Chemistry, Jilin University, Changchun, 130012, Jilin, China

    Yansong Jiang

  4. Enshi Polytecnic, Enshi, 445000, Hubei, China

    Yingkun Zhang

Authors
  1. Zijing Lu
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yansong Jiang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Peng Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Weiwei Xiong
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Baoping Qi
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Yingkun Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Dongshan Xiang
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Kun Zhai
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Dongshan Xiang or Kun Zhai.

Ethics declarations

Conflict of interest

The authors declare that they have no conflict of interest.

Human and animal interest

This research did not involve human participants and/or animals.

Additional information

Publisher’s note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Electronic supplementary material

ESM 1

(PDF 806 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Lu, Z., Jiang, Y., Wang, P. et al. Bimetallic organic framework-based aptamer sensors: a new platform for fluorescence detection of chloramphenicol. Anal Bioanal Chem 412, 5273–5281 (2020). https://doi.org/10.1007/s00216-020-02737-y

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00216-020-02737-y

Keywords

Search

Navigation