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A novel fluorescent biosensor for adrenaline detection and tyrosinase inhibitor screening

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Abstract

In this work, a novel simple fluorescent biosensor for the highly sensitive and selective detection of adrenaline was established. Firstly, water-soluble CuInS2 quantum dots (QDs) capped by L-Cys were synthesized via a hydrothermal synthesis method. Then, the positively charged adrenaline was assembled on the surface of CuInS2 QDs due to the electrostatic interactions and hydrogen bonding, which led to the formation of adrenaline-CuInS2 QD (Adr-CuInS2 QD) electrostatic complexes. Tyrosinase (TYR) can catalyze adrenaline to generate H2O2, and additionally oxidize the adrenaline to adrenaline quinone. Both the H2O2 and the adrenaline quinone can quench the fluorescence of the CuInS2 QDs through the electron transfer (ET) process. Thus, the determination of adrenaline could be facilely achieved by taking advantage of the fluorescence “turn off” feature of CuInS2 QDs. Under the optimum conditions, the fluorescence quenching ratio If/If0 (If and If0 were the fluorescence intensity of Adr-CuInS2 QDs in the presence and absence of TYR, respectively) was proportional to the logarithm of adrenaline concentration in the range of 1 × 10−8–1 × 10−4 mol L−1 with the detection limit of 3.6 nmol L−1. The feasibility of the proposed biosensor in real sample assay was also studied and satisfactory results were obtained. Significantly, the proposed fluorescent biosensor can also be utilized to screen TYR inhibitors.

Schematic illustration of the fluorescent biosensor for adrenaline detection (A) and tyrosinase inhibitor screening (B).

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References

  1. Lee YC, Nassikas JN, Clauw DJ. The role of the central nervous system in the generation and maintenance of chronic pain in rheumatoid arthritis, osteoarthritis and fibromyalgia. Arthritis Res Ther. 2011;13:211–20.

    Article  PubMed  PubMed Central  Google Scholar 

  2. Philips K, Clauw DJ. Central pain mechanisms in chronic pain states—maybe it is all in their head. Best Pract Res Clin Rheumatol. 2011;25:141–54.

    Article  Google Scholar 

  3. Sun YX, Wang SF, Zhang XH, Huang YF. Simultaneous determination of epinephrine and ascorbic acid at the electrochemical sensor of triazole SAM modified gold electrode. Sensors Actuators B Chem. 2006;113:156–61.

    Article  CAS  Google Scholar 

  4. Kalimuthu P, John SA. Simultaneous determination of epinephrine, uric acid and xanthine in the presence of ascorbic acid using an ultrathin polymer film of 5-amino-1,3,4-thiadiazole-2-thiol modified electrode. Anal Chim Acta. 2009;647:97–103.

    Article  CAS  PubMed  Google Scholar 

  5. Silva LIB, Ferreira FDP, Freitas AC, Rocha-Santos TAP, Duarteb AC. Optical fiber biosensor coupled to chromatographic separation for screening of dopamine, norepinephrine and epinephrine in human urine and plasma. Talanta. 2009;80:853–7.

    Article  CAS  PubMed  Google Scholar 

  6. Fotopoulou MA, Ioannou PC. Post-column terbium complexation and sensitized fluorescence detection for the determination of norepinephrine, epinephrine and dopamine using high-performance liquid chromatography. Anal Chim Acta. 2002;462:179–85.

    Article  CAS  Google Scholar 

  7. Sabbioni C, Saracino MA, Mandrioli R, Pinzauti S, Furlanetto S, Gerra G, et al. Simultaneous liquid chromatographic analysis of catecholamines and 4-hydroxy-3-methoxyphenylethylene glycol in human plasma: comparison of amperometric and coulometric detection. J Chromatogr A. 2004;1032:65–71.

    Article  CAS  PubMed  Google Scholar 

  8. Zeng YH, Yang JQ, Wu KB. Electrochemistry and determination of epinephrine using a mesoporous Al-incorporated SiO2 modified electrode. Electrochim Acta. 2008;53:4615–20.

    Article  CAS  Google Scholar 

  9. Nasirizadeh N, Shekari Z, Zare HR, Reza SM, Fakhari AR, Ahmar H. Electrosynthesis of an imidazole derivative and its application as a bifunctional electrocatalyst for simultaneous determination of ascorbic acid, adrenaline, acetaminophen, and tryptophan at a multi-wall carbon nanotubes modified electrode surface. Biosens Bioelectron. 2013;41:608–14.

    Article  CAS  PubMed  Google Scholar 

  10. Britz-Mckibbin P, Kranack AR, Paprica A, Chen DD. Quantitative assay for epinephrine in dental anesthetic solutions by capillary electrophoresis. Analyst. 1998;123:1461–3.

    Article  CAS  PubMed  Google Scholar 

  11. Lin CE, Fang IJ, Deng Y, Liao WS, Cheng HT, Huang WP. Capillary electrophoretic studies on the migration behavior of cationic solutes and the influence of interactions of cationic solutes with sodium dodecyl sulfate on the formation of micelles and critical micelle concentration. J Chromatogr A. 2004;1051:85–94.

    Article  CAS  PubMed  Google Scholar 

  12. Du JX, Shen LH, Lu JR. Flow injection chemiluminescence determination of epinephrine using epinephrine-imprinted polymer as recognition material. Anal Chim Acta. 2003;489:183–9.

    Article  CAS  Google Scholar 

  13. Su YY, Wang J, Chen GN. Determination of epinephrine based on its enhancement for electrochemiluminescence of lucigenin. Talanta. 2005;65:531–6.

    Article  CAS  PubMed  Google Scholar 

  14. Liu ZP, Lin ZH, Liu LL, Su XG. A convenient and label-free fluorescence “turn off-on” nanosensor with high sensitivity and selectivity for acid phosphatase. Anal Chim Acta. 2015;876:83–90.

    Article  CAS  PubMed  Google Scholar 

  15. Ma Q, Su XG. Recent advances and applications in QDs-based sensors. Analyst. 2011;136:4883–93.

    Article  CAS  PubMed  Google Scholar 

  16. Freeman R, Willner I. Optical molecular sensing with semiconductor quantum dots (QDs). Chem Soc Rev. 2012;41:4067–85.

    Article  CAS  PubMed  Google Scholar 

  17. Gao X, Wu J, Wei X, He C, Wang X, Guo G, et al. Facile one-step photochemical synthesis of water soluble CdTe(S) nanocrystals with high quantum yields. J Mater Chem. 2012;22:6367–73.

    Article  CAS  Google Scholar 

  18. Pradhan N, Goorskey D, Thessing J, Peng XG. An alternative of CdSe nanocrystal emitters: pure and tunable impurity emissions in ZnSe nanocrystals. J Am Chem Soc. 2005;127:17586–7.

    Article  CAS  PubMed  Google Scholar 

  19. Bagalkot V, Zhang L, Nissenbaum EL, Jon S, Kantoff PW, Langer R, et al. Quantum dot-aptamer conjugates for synchronous cancer imaging, therapy, and sensing of drug delivery based on bi-fluorescence resonance energy transfer. Nano Lett. 2007;7:3065–70.

    Article  CAS  PubMed  Google Scholar 

  20. Nakamura H, Kato W, Uehara M, Nose K, Omata T, Matsuo SOY, et al. Tunable photoluminescence wavelength of chalcopyrite CuInS2-based semiconductor nanocrystals synthesized in a colloidal system. Chem Mater. 2006;18:3330–5.

    Article  CAS  Google Scholar 

  21. Xie RG, Rutherford M, Peng XG. Formation of high-quality I−III−VI semiconductor nanocrystals by tuning relative reactivity of cationic precursors. J Am Chem Soc. 2009;131:5691–7.

    Article  CAS  PubMed  Google Scholar 

  22. Liu ZP, Ma Q, Wang XY, Lin ZH, Zhang H, Liu LL, et al. A novel fluorescent nanosensor for detection of heparin and heparinase based on CuInS2 quantum dots. Biosens Bioelectron. 2014;54:617–22.

    Article  CAS  PubMed  Google Scholar 

  23. Liu ZP, Liu H, Wang L, Su XG. A label-free fluorescence biosensor for highly sensitive detection of lectin based on carboxymethyl chitosan-quantum dots and gold nanoparticles. Anal Chim Acta. 2016;932:88–97.

    Article  CAS  PubMed  Google Scholar 

  24. Li S, Mao LY, Tian YP, Wang J, Zhou ND. Spectrophotometric detection of tyrosinase activity based on boronic acid-functionalized gold nanoparticles. Analyst. 2012;137:823–5.

    Article  CAS  PubMed  Google Scholar 

  25. Kim T, Park J, Park S, Choi Y, Kim Y. Visualization of tyrosinase activity in melanoma cells by a BODIPY-based fluorescent probe. Chem Commun. 2011;47:12640–2.

    Article  CAS  Google Scholar 

  26. Ye HZ, Xu HF, Xu XQ, Zheng CS, Li XH, Wang LL, et al. An electrochemiluminescence sensor for adrenaline assay based on the tyrosinase/SiC/chitosan modified electrode. Chem Commun. 2013;49:7070–2.

    Article  CAS  Google Scholar 

  27. Chang TS. An updated review of tyrosinase inhibitors. Int J Mol Sci. 2009;10:2440–75.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  28. Briganti S, Camera E, Picardo M. Chemical and instrumental approaches to treat hyperpigmentation. Pigment Cell Res. 2003;16:101–10.

    Article  PubMed  Google Scholar 

  29. Liu SY, Zhang H, Qiao Y, Su XG. One-pot synthesis of ternary CuInS2 quantum dots with near-infrared fluorescence in aqueous solution. RSC Adv. 2012;2:819–25.

    Article  CAS  Google Scholar 

  30. Mandal G, Bardhan M, Ganguly T. Occurrence of Förster resonance energy transfer between quantum dots and gold nanoparticles in the presence of a biomolecule. J Phys Chem C. 2011;115:20840–8.

    Article  CAS  Google Scholar 

  31. Goy-Lopez S, Ju arez J, Alatorre-Meda M, Casals E, Puntes VF, Taboada P, et al. Physicochemical characteristics of protein–NP bioconjugates: the role of particle curvature and solution conditions on human serum albumin conformation and fibrillogenesis inhibition. Langmuir. 2012;28:9113–26.

    Article  CAS  PubMed  Google Scholar 

  32. Gao X, Liu XC, Lin ZH, Liu SY, Su XG. CuInS2 quantum dots as a near-infrared fluorescent probe for detecting thrombin in human serum. Analyst. 2012;137:5620–4.

    Article  CAS  PubMed  Google Scholar 

  33. Hoshino A, Fujioka K, Oku T, Suga M, Sasaki YF, Ohta T, et al. Physicochemical properties and cellular toxicity of nanocrystal quantum dots depend on their surface modification. Nano Lett. 2004;4:2163–9.

    Article  CAS  Google Scholar 

  34. Liu ZP, Tian CS, Lu LH, Su XG. A novel aptamer-mediated CuInS2 quantum dots@graphene oxide nanocomposites-based fluorescence “turn off–on” nanosensor for highly sensitive and selective detection of kanamycin. RSC Adv. 2016;6:10205–14.

    Article  CAS  Google Scholar 

  35. Kubo I, Yokokawa Y, Kinst-Hori I. Tyrosinase inhibitors from Bolivian medicinal plants. J Nat Prod. 1995;58:739–43.

    Article  CAS  PubMed  Google Scholar 

  36. Hou JY, Dong J, Zhu HS, Teng X, Ai SY, Mang ML. A simple and sensitive fluorescent sensor for methyl parathion based on l-tyrosine methyl ester functionalized carbon dots. Biosens Bioelectron. 2015;68:20–6.

    Article  CAS  PubMed  Google Scholar 

  37. Van Dyk JS, Pletschke B. Review on the use of enzymes for the detection of organochlorine, organophosphate and carbamate pesticides in the environment. Chemosphere. 2011;82:291–307.

    Article  CAS  PubMed  Google Scholar 

  38. Shim J, Woo JJ, Moon SH, Kim GY. A preparation of a single-layered enzyme-membrane using asymmetric pBPPO base film for development of pesticide detecting biosensor. J Membr Sci. 2009;330:341–8.

    Article  CAS  Google Scholar 

  39. Su Y, Mu XY, Qi L. First-principles study of nitrogen adsorption and dissociation on α-uranium (001) surface. RSC Adv. 2014;4:55280–5.

    Article  CAS  Google Scholar 

Download references

Funding

This work was financially supported by the Fundamental Research Funds for the Central Universities (2412018QD019), and the National Natural Science Foundation of China (Nos. 41601085).

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  1. College of Geographical Sciences, Northeast Normal University, People’s Street 5268, Changchun, 130024, Jilin, China

    Ziping Liu & Shasha Liu

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  1. Ziping Liu
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  2. Shasha Liu
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Correspondence to Shasha Liu.

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Ethical committee approval

All experiments were performed in compliance with the relevant laws and institutional guidelines and were approved by the Ethics Committee, Hospital of Changchun China, Japan Union Hospital. The writing of informed consent for all samples was obtained from human subjects.

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The authors declare that they have no competing interests.

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Liu, Z., Liu, S. A novel fluorescent biosensor for adrenaline detection and tyrosinase inhibitor screening. Anal Bioanal Chem 410, 4145–4152 (2018). https://doi.org/10.1007/s00216-018-1063-1

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