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Analytical and Bioanalytical Chemistry

, Volume 410, Issue 20, pp 5085–5092 | Cite as

Electrochemical nonenzymatic sensor for cholesterol determination in food

  • Ksenia Derina
  • Elena Korotkova
  • Yekaterina Taishibekova
  • Lyazat Salkeeva
  • Bohumil Kratochvil
  • Jiri Barek
Research Paper

Abstract

The treatment of some inborn metabolism errors requires cholesterol substitution therapy. Cholesterol plays a vital role in the human body. Therefore, the majority of cholesterol determination techniques are targeted to blood and blood serum. Nevertheless, cholesterol determination in food is important as well. In this paper, cholesterol determination using differential pulse voltammetry (DPV) in dairy products (e.g., milk, clotted cream, yogurt, butter, etc.) is reported with a novel nonenzymatic sensor based on diphosphonic acid of 1,4-diacetylglycoluril (DPADGU) as an electrode surface modifier. Stable anodic response was obtained from cholesterol on the modified carbon-based electrode. The sensor has high stability, sensitivity (20 μA mol L−1 cm−2), and a wide linear range from 1 up to 200 μM. The LOD and LOQ values are 1.5 and 5.1 μM, respectively. The developed methods were successfully applied to the above mentioned dairy products.

Graphical abstract

Keywords

Cholesterol Voltammetry Sensor Smith-Lemli-Opitz syndrome Dairy products 

Notes

Acknowledgements

The research was partly funded from the State program «Science» (project No. 4.5752.2017) and the framework of Tomsk Polytechnic University Competitiveness Enhancement Program grant. JB thanks for financial support of Grant Agency of the Czech Republic (project P206/12/G151).

Compliance with ethical standards

Conflict of interest

The authors declare that they have no conflict of interest.

Ethical approval

This article does not contain any studies with human participants or animals performed by any of the authors.

Informed consent

No humans are involved in this study.

References

  1. 1.
    Korade Z, Folkes OM, Harrison FE. Behavioral and serotonergic response changes in the Dhcr7-HET mouse model of Smith–Lemli–Opitz syndrome. Pharmacol Biochem Behav. 2013;106:101–8.  https://doi.org/10.1016/j.pbb.2013.03.007.CrossRefPubMedGoogle Scholar
  2. 2.
    Merkens MJ, Sinden N, Brown CD, Merkens LS, Roullet J-B, Nguyen T, et al. Feeding impairments associated with plasma sterols in Smith-Lemli-Opitz syndrome. J Pediatr. 2014;165:836–41.  https://doi.org/10.1016/j.jpeds.2014.06.010.CrossRefPubMedPubMedCentralGoogle Scholar
  3. 3.
    Merkens LS, Jordan JM, Penfield JA, Luetjohann D, Connor WE, Steiner RD. Plasma plant sterol levels do not reflect cholesterol absorption in children with Smith-Lemli-Opitz syndrome. J Pediatr. 2009;154:557–61.  https://doi.org/10.1016/j.jpeds.2014.06.010.CrossRefPubMedGoogle Scholar
  4. 4.
    Pasta S, Akhile O, Tabron D, Ting F, Shackeleton C, Watson G. Delivery of the 7-dehydrocholesterol reductase gene to the central nervous system using adeno-associated virus vector in a mouse model of Smith-Lemli-Opitz syndrome. Mol Genet Metab Rep. 2015;4:92–8.  https://doi.org/10.1016/j.ymgmr.2015.07.006.CrossRefPubMedPubMedCentralGoogle Scholar
  5. 5.
    Ying L, Matabosch X, Serra M, Watson B, Shackeleton C, Watson G. Biochemical and physiological improvement in a mouse model of Smith–Lemli–Opitz syndrome (SLOS) following gene transfer with AAV vectors. Mol Genet Metab Rep. 2014;1:103–13.  https://doi.org/10.1016/j.ymgmr.2014.02.002.CrossRefPubMedPubMedCentralGoogle Scholar
  6. 6.
    Becker S, Röhnike S, Empting S, Haas D, Mohnike K, Beblo S, et al. LC–MS/MS-based quantification of cholesterol and related metabolites in dried blood for the screening of inborn errors of sterol metabolism. Anal Bioanal Chem. 2015;407:5227–33.  https://doi.org/10.1007/s00216-015-8731-1.CrossRefPubMedGoogle Scholar
  7. 7.
    Sikora DM, Pettit-Kekel K, Penfield J, Merkens LS, Steiner RD. The near universal presence of autism spectrum disorders in children with Smith-Lemli-Opitz syndrome. Am J Med Genet. 2006;140:1511–8.  https://doi.org/10.1002/ajmg.a.CrossRefPubMedGoogle Scholar
  8. 8.
    Tierney E, Nwokoro NA, Porter FD, Freund LS, Ghuman JK, Kelley RI. Behavior phenotype in the RSH/Smith-Lemli-Opitz syndrome. Am J Med Genet. 2000;98:191–200.  https://doi.org/10.1002/1096-8628(20010115)98:2<191::Aid-Ajmg1030>3.0.Co;2-M.CrossRefGoogle Scholar
  9. 9.
    Kawamoto H, Yu O, Maekawa M, Shimada M, Mano N, Iida T. An efficient synthesis of 4α- and 4β-hydroxy- 7-dehydrocholesterol, biomarkers for patients with and animal models of the Smith–Lemli–Opitz syndrome. Chem Phys Lipids. 2013;175:73–8.  https://doi.org/10.1016/j.chemphyslip.2013.07.004.CrossRefPubMedGoogle Scholar
  10. 10.
    Korade Z, Xu L, Harrison FE, Ahsen R, Hart SE, Folkes OM, et al. Porter NA antioxidant supplementation ameliorates molecular deficits in Smith-Lemli-Opitz syndrome. Biol Psychiatry. 2014;75:215–22211.  https://doi.org/10.1016/j.biopsych.2013.06.013.CrossRefPubMedGoogle Scholar
  11. 11.
    Gonçalves Albuquerque T, Oliveira M, Sanches-Silva A, Costa HS. Cholesterol determination in foods: comparison between high performance and ultra-high performance liquid chromatography. Food Chem. 2016;193:18–25.  https://doi.org/10.1016/j.foodchem.2014.09.109.CrossRefGoogle Scholar
  12. 12.
    Amaral C, Gallardo E, Rodrigues R, Pinto Leite R, Quelhas D, Tomaz C, et al. Quantitative analysis of five sterols in amniotic fluid by GC–MS: application to the diagnosis of cholesterol biosynthesis defects. J Chromatogr B. 2010;878:2130–6.  https://doi.org/10.1016/j.jchromb.2010.06.010.CrossRefGoogle Scholar
  13. 13.
    Buszewska-Forajta M, Bujak R, Yumba-Mpanga A, Siluk D, Kaliszan R. GC/MS technique and AMDIS software application in identification of hydrophobic compounds of grasshoppers’ abdominal secretion (Chorthippusspp). J Pharm Biomed Anal. 2015;102:331–9.  https://doi.org/10.1016/j.jpba.2014.09.039.CrossRefPubMedGoogle Scholar
  14. 14.
    Saraiva D, Semedo R, da Conceição Castilho M, Silva JM, Ramos F. Selection of the derivatization reagent—the case of human blood cholesterol, its precursors and phytosterols GC–MS analyses. J Chromatogr B. 2011;879:3806–11.  https://doi.org/10.1016/j.jchromb.2011.10.021.CrossRefGoogle Scholar
  15. 15.
    Hernández D, González M, Astudillo P, Hernández L, González F. Modification of carbon electrodes by anodic oxidation of organic anions. Procedia Chem. 2014;12:3–8.  https://doi.org/10.1016/j.proche.2014.12.034.CrossRefGoogle Scholar
  16. 16.
    Yao C, Sun H, Fu H-F, Tan Z-C. Sensitive simultaneous determination of nitrophenol isomers at poly(p-aminobenzene sulfonic acid) film modified graphite electrode. Electrochim Acta. 2015;156:163–70.  https://doi.org/10.1016/j.electacta.2015.01.043.CrossRefGoogle Scholar
  17. 17.
    Oldham KB, Myland JC, Bond AM. Electrochemical science and technology: fundamentals and applications. New York: Wiley; 2012. 413 pGoogle Scholar
  18. 18.
    Wang W, Bai H, Li H, Lv Q, Zhang Q, Wang S. Carbon tape coated with gold film as stickers for bulk fabrication of disposable gold electrodes to detect Cr(VI). Sensors Actuators B Chem. 2016;236:218–25.  https://doi.org/10.1016/j.snb.2016.05.155.CrossRefGoogle Scholar
  19. 19.
    Sajid M, Nazal M, Mansha M, Alsharaa A, Jillani S, Basheer C. Chemically modified electrodes for electrochemical detection of dopamine in the presence of uric acid and ascorbic acid: a review. TrAC. 2016;76:15–29.  https://doi.org/10.1016/j.trac.2015.09.006.CrossRefGoogle Scholar
  20. 20.
    Morzycki JW, Sobkowiak A. Electrochemical oxidation of cholesterol. Beilstein J Org Chem. 2015;11:392–402.  https://doi.org/10.3762/bjoc.11.45.CrossRefPubMedPubMedCentralGoogle Scholar
  21. 21.
    Shakhmaeva I, Saifullina D, Sattarova L, Abdullin T. Electrochemical sensor for blood deoxyribonucleases: design and application to the diagnosis of autoimmune thyroiditis. Anal Bioanal Chem. 2011;401(76):2591–7.  https://doi.org/10.1007/s00216-011-5335-2.CrossRefPubMedGoogle Scholar
  22. 22.
    Sal’keeva LK, Taishibekova EK, Bakibaev AA, Minaeva EV, Makin BK, Sugralina LM, et al. New phosphorylated Glycoluril derivatives. Russ J Gen Chem. 2017;87(3):442–6.  https://doi.org/10.1134/s1070363217030124.CrossRefGoogle Scholar
  23. 23.
    Noskova GN, Zakharova EA, Chernov VI, Zaichko AV, Elesova EE. Kabakaev AS fabrication and application of gold microelectrode ensemble based on carbon black–polyethylene composite electrode. Anal Methods. 2011;3(5):11–30.  https://doi.org/10.1039/c1ay05074e.CrossRefGoogle Scholar
  24. 24.
    Ahn J-H, Jeong I-S, Kwak B-M, Leem D, Yoon T, Yoon C, et al. Rapid determination of cholesterol in milk containing emulsified foods. Food Chem. 2012;135:2411–7.  https://doi.org/10.1016/j.foodchem.2012.07.060.CrossRefPubMedGoogle Scholar
  25. 25.
    Steven JT, Golovko VB, Johannessen B, Marshall AT. Electrochemical stability of carbon-supported gold nanoparticles in acidic electrolyte during cyclic voltammetry. Electrochim Acta. 2016;187:593–604.  https://doi.org/10.1016/j.electacta.2015.11.096.CrossRefGoogle Scholar
  26. 26.
    Gennaro A, Isse AA, Giussani E, Mussini PR, Primerano I, Rossi M. Relationship between supporting electrolyte bulkiness and dissociative electron transfer at catalytic and non-catalytic electrodes. Electrochim Acta. 2013;89:52–62.  https://doi.org/10.1016/j.electacta.2012.11.013.CrossRefGoogle Scholar
  27. 27.
    Pasciak EM, Hochstetler SE, Mubarak MS, Evans DS, Peters DG. Electrochemical reduction of phthalide at carbon cathodes in dimethylformamide: effects of supporting electrolyte and gas chromatographic injector-port chemistry on the product distribution. Electrochim Acta. 2013;113:557–63.  https://doi.org/10.1016/j.electacta.2013.09.124.CrossRefGoogle Scholar
  28. 28.
    Marichev VA. Reversibility of platinum voltammograms in aqueous electrolytes and ionic product of water. Electrochim Acta. 2008;53:7952–60.  https://doi.org/10.1016/j.electacta.2008.05.076.CrossRefGoogle Scholar
  29. 29.
    Wang Y, Tian L, Yao Z, Li F, Li S, Ye S. Enhanced reversibility of red phosphorus/active carbon composite as anode for lithium ion batteries. Electrochim Acta. 2015;163:71–6.  https://doi.org/10.1016/j.electacta.2015.02.151.CrossRefGoogle Scholar
  30. 30.
    Xu X, Feng Y, Li J, Li F, Yu H. A novel protocol for covalent immobilization of thionine on glassy carbon electrode and its application in hydrogen peroxide biosensor. Biosens Bioelectron. 2010;25:2324–8.  https://doi.org/10.1016/j.bios.2010.03.027.CrossRefPubMedGoogle Scholar
  31. 31.
    Magnusson B, Örnemark U (eds.) Eurachem Guide: The Fitness for Purpose of Analytical Methods – A Laboratory Guide to Method Validation and Related Topics, (2nd ed. 2014). Available from http://www.eurachem.orgMagnusson
  32. 32.
    Chen Y-Z, Kao S-Y, Jian H-C, Yu Y-M, Li J-Y, Wang W-H, et al. Determination of cholesterol and four phytosterols in foods without derivatization by gas chromatography-tandem mass spectrometry. J Food Drug Anal. 2015;23:636–44.  https://doi.org/10.1016/j.jfda.2015.01.010.CrossRefPubMedGoogle Scholar
  33. 33.
    Xu X-H, Li R-K, Chen J, Chen P, X-Ya L, Rao P-F. Quantification of cholesterol in foods using non-aqueous capillary electrophoresis. J Chromatogr B. 2002;768:369–73.  https://doi.org/10.1016/S0378-4347(01)00539-4.CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2018

Authors and Affiliations

  • Ksenia Derina
    • 1
  • Elena Korotkova
    • 1
  • Yekaterina Taishibekova
    • 2
  • Lyazat Salkeeva
    • 2
  • Bohumil Kratochvil
    • 1
    • 3
  • Jiri Barek
    • 1
    • 4
  1. 1.Physical and Analytical Chemistry Department, Institute of Natural ResourcesTomsk Polytechnic UniversityTomskRussia
  2. 2.Department of Organic Chemistry and Polymers, Faculty of ChemistryKaraganda State UniversityKaragandaKazakhstan
  3. 3.Department of Solid State ChemistryUniversity of Chemistry and TechnologyPrague 6Czech Republic
  4. 4.Faculty of Science, Department of Analytical Chemistry, UNESCO Laboratory of Environmental ElectrochemistryCharles UniversityPrague 2Czech Republic

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