Abstract
In this study, gold nanoparticle (AuNP)-modified carbon paste electrode (CPE)-based electrochemical sensor for hyaluronic acid (HA) detection was developed. The change in the electrode surface area and the increase in HA electrochemical signals after modification with AuNP were investigated. Afterwards, pH and scan rate effects on developed HA sensor response were extensively studied and analytical characteristics were examined. As a result, limit of detection and limit of quantification values of developed sensor were found as 0.0034 mg/100 mL HA and 0.0115 mg/100 mL HA, respectively. Meanwhile, reproducibility and relative standard deviation values for 0.08 mg/100 mL HA were also calculated and found as 2.04% (n = 3). For the interference study, ascorbic acid, glucose, acetylcholine and H2O2 were chosen as interfering substances, and in the presence of cocktail of these molecules, the recovery values were estimated as 102.79% (onefold) 97.88% (twofold) and 100.30% (threefold). Also, AuNP/CPE sensor was applied for HA detection in dermatological HA serum, sheet mask and hair serum. Acceptable recovery values varying between 99.86 and 100.70% were obtained with real samples, which shows the applicability of the developed sensor.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Auvinen P, Tammi R, Parkkinen J, Tammi M, Ågren U, Johansson R, Hirvikoski P, Eskelinen M, Kosma VM (2000) Hyaluronan in peritumoral stroma and malignant cells associates with breast cancer spreading and predicts survival. Am J Pathol 156(2):529–536. https://doi.org/10.1016/S0002-9440(10)64757-8
Avci O, Perk B, Varol TÖ, Büyüksünetçi YT, Hakli Ö, Anik Ü (2019) A polyoxy group branched diazo dye as an alternative material for the fabrication of an electrochemical epinephrine sensor. New J Chem 43(47):18575–18581. https://doi.org/10.1039/C9NJ04802B
Bard AJ, Faulkner LR (2001) Electrochemical methods, fundamentals and applications, 2nd edn. Wiley, Haboken
Bollyky PL, Bogdani M, Bollyky JB, Hull RL, Wight TN (2012) The role of hyaluronan and the extracellular matrix in islet inflammation and immune regulation. Curr DiabRep 12(5):471–480. https://doi.org/10.1007/S11892-012-0297-0/FIGURES/2
Bowman S, Awad ME, Hamrick MW, Hunter M, Fulzele S (2018) Recent advances in hyaluronic acid based therapy for osteoarthritis. Clin Transl Med 7(1):1–11. https://doi.org/10.1186/S40169-017-0180-3
Brett CMA, Brett AMO (1996) Electrochemistry, principles, methods and applications, 3rd edn. Oxford University Press, Oxford
Bui MP, Ngoc CA, Li KN, Han XH, Pham, and Gi Hun Seong. (2012) Determination of acetaminophen by electrochemical co-deposition of glutamic acid and gold nanoparticles. Sens Actuators, B Chem 174:318–324. https://doi.org/10.1016/J.SNB.2012.08.012
Chen CM, Yeh ML, Chien CS, Kang Y, Chuang YT, Lin CH (2009) A novel microchip system integrated with gold nano-electrode ensemble for electrochemical determination of hyaluronic acid. IEEE Sens. https://doi.org/10.1109/ICSENS.2009.5398450
Chen C, Li J, Bai X, Pei Ke, Wang M, Zhao H, Yang L, Wang C (2017) Fabrication of electrochemical sensor for hyaluronic acid determination. Int J Electrochem Sci 12:7777–7785
Cowman MK, Lee HG, Schwertfeger KL, McCarthy JB, Turley EA (2015) The content and size of hyaluronan in biological fluids and tissues. Front Immunol 6:261. https://doi.org/10.3389/FIMMU.2015.00261/BIBTEX
Dejmkova H, Kwiecien J, Cizek K, Cermak J, Vranova E, Mala P, Zima J, Barek J (2014) Voltammetric and LC-MS/MS method for the determination of triclosan-A comparative study, validation and simultaneous application. Int J Electrochem Sci 9:139–147
Elgrishi NN, Rountree KJ, Mccarthy BD, Rountree ES, Eisenhart TT, Dempsey JL (2018) A practical beginner’s guide to cyclic voltammetry. J Chem Educ 95:197–206. https://doi.org/10.1021/acs.jchemed.7b00361
Eş Z, Taşdemir IH (2015) Reduction behavior of fenoxaprop-p-ethyl and its voltammetric determination. Turk J Chem 39(1):54–63. https://doi.org/10.3906/kim-1401-40
Fan D, Beibei Wu, Zheng Xu, Qisheng Gu (2006) Determination of hyaluronan by spectroscopic methods. J Wuhan Univ Technol, Mater Sci Ed 21(3):32–34. https://doi.org/10.1007/BF02840874/METRICS
Ge J, Ren Cai Lu, Yang LZ, Ying Jiang Yu, Yang CC, Wan S, Chu X, Tan W (2018) Core-Shell HA-AuNPs@SiNPs nanoprobe for sensitive fluorescence hyaluronidase detection and cell imaging. ACS Sustain Chem Eng 6(12):16555–16562. https://doi.org/10.1021/ACSSUSCHEMENG.8B03684/ASSET/IMAGES/LARGE/SC-2018-036844_0008.JPEG
Ghazizadeh AJ, Afkhami A, Bagheri H (2018) Voltammetric determination of 4-nitrophenol using a glassy carbon electrode modified with a gold-ZnO-SiO 2 nanostructure. Microchim Acta 185(6):296. https://doi.org/10.1007/s00604-018-2840-4
Hayase S, Oda Y, Honda S, Kakehi K (1997) High-performance capillary electrophoresis of hyaluronic acid: determination of its amount and molecular mass. J Chromatogr A 768(2):295–305. https://doi.org/10.1016/S0021-9673(96)01095-3
Hezard T, Fajerwerg K, Evrard D, Collire V, Behra P, Gros P (2012) Gold nanoparticles electrodeposited on glassy carbon using cyclic voltammetry: application to Hg(II) trace analysis. J Electroanal Chem 664:46–52. https://doi.org/10.1016/J.JELECHEM.2011.10.014
Hjerpe A (1986) Liquid-chromatographic determination of hyaluronic acid in pleural and ascitic fluids. Clin Chem 32(6):952–956. https://doi.org/10.1093/CLINCHEM/32.6.952
Kakehi K, Ueda M, Suzuki S, Honda S (1993) Determination of hyaluronic acid by high-performance liquid chromatography of the oligosaccharides derived therefrom as 1-(4-Methoxy)phenyl-3-methyl-5-pyrazolone derivatives. J Chromatogr 630(1–2):141–146. https://doi.org/10.1016/0021-9673(93)80449-I
Kašparová J, Arnoldová K, Korecká L, Česlová L (2018) Determination of hyaluronic acid in pharmaceutic products by spectrophotometry and HPLC coupled to fluorescence or mass spectrometric detection. Sci Pap Univ Pardubic, Ser a; Fac of Chem Technol 24:39–47
Kaya S, Schmidl D, Schmetterer L, Witkowska KJ, Unterhuber A, Santos VAD, Baar C, Garhöfer G, Werkmeister RM (2015) Effect of hyaluronic acid on tear film thickness as assessed with ultra-high resolution optical coherence tomography. Acta Ophthalmol 93(5):439–443. https://doi.org/10.1111/AOS.12647
Kirsi R, Markku T, Jyrki P, Matti E, Raija T, Pertti L, Ulla Å, Esko A, Veli-Matti K (1998) Tumor cell-associated hyaluronan as an unfavorable prognostic factor in colorectal cancer. Cancer Res 58(2):342–347
Lee Ventola C (2012) The nanomedicine revolution: part 1: emerging concepts. Pharm Ther 37(9):512
Li F, Ni B, Zheng Y, Huang Y, Li G (2021a) A Simple and efficient voltammetric sensor for dopamine determination based on ZnO nanorods/electro-reduced graphene oxide composite. Surf Interfaces 26:101375. https://doi.org/10.1016/J.SURFIN.2021.101375
Li Q, Jing Tao W, Liu Y, Qi XM, Jin HG, Yang C, Liu J, Li GL, He QG (2021b) Recent advances in black phosphorus-based electrochemical sensors: a review. Anal Chim Acta 1170:338480. https://doi.org/10.1016/J.ACA.2021.338480
Li G, Qi X, Jingtao W, Lijian X, Wan X, Liu Y, Chen Y, Li Q (2022a) Ultrasensitive, label-free voltammetric determination of norfloxacin based on molecularly imprinted polymers and Au nanoparticle-functionalized black phosphorus nanosheet nanocomposite. J Hazard Mater 436:129107. https://doi.org/10.1016/J.JHAZMAT.2022.129107
Li G, Qi X, Zhang G, Wang S, Li K, Jingtao W, Wan X, Liu Y, Li Q (2022b) Low-cost voltammetric sensors for robust determination of toxic Cd(II) and Pb(II) in environment and food based on shuttle-like α-Fe2O3 nanoparticles decorated β-Bi2O3 microspheres. Microchem J 179:107515. https://doi.org/10.1016/J.MICROC.2022.107515
Li G, Jingtao W, Qi X, Wan X, Liu Y, Chen Y, Lijian X (2022c) Molecularly imprinted polypyrrole film-coated poly(3,4-Ethylenedioxythiophene): polystyrene sulfonate-functionalized black phosphorene for the selective and robust detection of norfloxacin. Mater Today Chem 26:101043. https://doi.org/10.1016/J.MTCHEM.2022.101043
Liang J, Jiang D, Noble PW (2016) Hyaluronan as a therapeutic target in human diseases. Adv Drug Deliv Rev 97:186–203. https://doi.org/10.1016/J.ADDR.2015.10.017
Lokeshwar VB, Öbek C, Soloway MS, Block NL (1997) Tumor-associated hyaluronic acid: a new sensitive and specific urine marker for bladder cancer. Cancer Res 57(4):773–777
Maleki A, Kjøniksen AL, Nyström Bo (2008) Effect of PH on the behavior of hyaluronic acid in dilute and semidilute aqueous solutions. Macromol Symp 274(1):131–140. https://doi.org/10.1002/MASY.200851418
Masitas RA, Zamborini FP (2012) Oxidation of highly unstable <4 Nm diameter gold nanoparticles 850 MV negative of the bulk oxidation potential. J Am Chem Soc 134(11):5014–5017. https://doi.org/10.1021/JA2108933/SUPPL_FILE/JA2108933_SI_001.PDF
Niu XL, Sun W, Jiao K (2009) Voltammetric determination of hyaluronic acid based on its interaction with phenosafranine. Rus J Electrochem 45(8):902–907. https://doi.org/10.1134/S1023193509080102
Orasan OH, Ciulei G, Cozma A, Sava M, Dumitrascu DL (2016) Hyaluronic acid as a biomarker of fibrosis in chronic liver diseases of different etiologies. Clujul Med 89(1):24–31. https://doi.org/10.15386/CJMED-554
Papakonstantinou E, Bonovolias I, Karakiulakis G, Roth M, Tamm M, Boeck L, Scherr A, Rakic J, Louis R, Milenkovic B, Boersma W, Kostikas K, Blasi F, Aerts J, Rohde G, Lacoma A, Torres A, Welte T, Stolz D (2016) Hyaluronic acid as a novel systemic biomarker to predict progression and severity in chronic obstructive pulmonary disease. Euro Respir J 48(suppl 60):PA4020. https://doi.org/10.1183/13993003.CONGRESS-2016.PA4020
Paradowska E, Arkusz K, Pijanowska DG (2019) The influence of the parameters of a gold nanoparticle deposition method on titanium dioxide nanotubes, their electrochemical response, and protein adsorption. Biosensors 9(4):138. https://doi.org/10.3390/BIOS9040138
Pourali P, Benada O, Pátek M, Neuhöoferová E, Dzmitruk V, Benson V (2021) Response of biological gold nanoparticles to different PH values: is it possible to prepare both negatively and positively charged nanoparticles? Appl Sci 11(23):11559. https://doi.org/10.3390/APP112311559
Sajja HK, East MP, Hui Mao Y, Wang A, Nie S, Yang L (2009) Development of multifunctional nanoparticles for targeted drug delivery and noninvasive imaging of therapeutic effect. Curr Drug Discov Technol 6:43–51
Sanfilippo V, Caruso VCL, Cucci LM, Inturri R, Vaccaro S, Satriano C (2020) Hyaluronan-metal gold nanoparticle hybrids for targeted tumor cell therapy. Int J Mol Sci 21(9):3085. https://doi.org/10.3390/IJMS21093085
Sasaki E, Tsuda E, Yamamoto Y, Maeda S, Inoue R, Chiba D, Fujita H, Takahashi I, Umeda T, Nakaji S, Ishibashi Y (2015) Serum hyaluronic acid concentration predicts the progression of joint space narrowing in normal knees and established knee osteoarthritis - a 5-year prospective cohort study. Arthritis Res Ther 17(1):1–10. https://doi.org/10.1186/S13075-015-0793-0/FIGURES/5
Shams N, Lim HN, Hajian R, Yusof NA, Abdullah J, Sulaiman Y, Ibrahim I, Huang NM (2016) Electrochemical sensor based on gold nanoparticles/ethylenediamine-reduced graphene oxide for trace determination of fenitrothion in water. RSC Adv 6(92):89430–89439. https://doi.org/10.1039/C6RA13384C
Shen MY, Chao CF, Yue Jin Wu, Yu Hsien Wu, Huang CP, Li YK (2013) A design for fast and effective screening of hyaluronidase inhibitor using gold nanoparticles. Sens Actuators, B Chem 181:605–610. https://doi.org/10.1016/J.SNB.2013.02.054
Sionkowska A, Kaczmarek B, Michalska M, Lewandowska K, Grabska S (2017) Preparation and characterization of collagen/chitosan/hyaluronic acid thin films for application in hair care cosmetics. Pure Appl Chem 89(12):1829–1839. https://doi.org/10.1515/PAC-2017-0314/MACHINEREADABLECITATION/RIS
Švecová E, Ostatná V, Fojt L, Hermannová M, Velebný V, Ondreáš F (2022) Adsorption/Desorption behavior of hyaluronic acid fragments at charged hydrophobic surface. Carbohydr Polym 277:118831. https://doi.org/10.1016/J.CARBPOL.2021.118831
Tepeli Y, Demir B, Timur S, Anik U (2015) An Electrochemical cytosensor based on a PAMAM modified glassy carbon paste electrode. RSC Adv 5(66):53973–53978. https://doi.org/10.1039/C5RA07893H
Vigetti D, Karousou E, Viola M, Deleonibus S, De Luca G, Passi A (2014) Hyaluronan: biosynthesis and signaling. Biochim Et Biophys Acta )–gen Subj 1840(8):2452–2459. https://doi.org/10.1016/J.BBAGEN.2014.02.001
Vigliano M, Bianchera A, Bettini R, Elviri L (2013) Determination of hyaluronic acid in a chitosan-based formulation by RP C18 and HILIC LC–ESI-MS: an evaluation of matrix effect. Chromatographia 76:1761. https://doi.org/10.1007/s10337-013-2533-4
Wang K, Kai W, Liwei Li, Wen X, Shengzhe Z, Yong L, Hongwei Z, Zongqiang S (2017) Electrodeposition synthesis of PANI/MnO2 /graphene composite materials and its electrochemical performance. J Electrochem Sci 12:8306–8314. https://doi.org/10.20964/2017.09.06
Wang W, Li D, Zhang Y, Zhang W, Ma P, Wang X, Song D, Sun Y (2020) One-pot synthesis of hyaluronic acid-coated gold nanoparticles as SERS substrate for the determination of hyaluronidase activity. Microchim Acta 187(11):1–7. https://doi.org/10.1007/S00604-020-04566-3/TABLES/2
Wang S, Zhang CH, Zhang P, Chen S, Song ZL, Chen J, Zeng R (2021) Rational design of a HA-AuNPs@AIED nanoassembly for activatable fluorescence detection of HAase and imaging in tumor cells. Anal Methods 13(17):2030–2036. https://doi.org/10.1039/D0AY02130J
Yoon H, Nah J, Kim H, Seokgyu Ko M, Sharifuzzaman SC, Barman XX, Kim J, Park JY (2020) A chemically modified laser-induced porous graphene based flexible and ultrasensitive electrochemical biosensor for sweat glucose detection. Sens Actuators, b: Chem 311:127866. https://doi.org/10.1016/J.SNB.2020.127866
Zhong Lu, Yanying Liu LuXu, Li Q, Zhao D, Li Z, Zhang H, Zhang H, Kan Q, Sun J, He Z (2019) Exploring the relationship of hyaluronic acid molecular weight and active targeting efficiency for designing hyaluronic acid-modified nanoparticles. Asian J Pharm Sci 14(5):521–530. https://doi.org/10.1016/J.AJPS.2018.11.002
Zhou M, Ding J, Guo L-P, Shang Q-K (1999) Electrochemical behavior of L-cysteine and its detection at ordered mesoporous carbon-modified glassy carbon electrode. J Electroanal Chem 243(2):5328–5335. https://doi.org/10.1021/ac0703707
Zhu B, Luo Y, Beikzadeh S, Zhang S, Zhang P, Wang L, Travas-Sejdic J (2021) Disposable and portable gold nanoparticles modified - laser-scribed graphene sensing strips for electrochemical, non-enzymatic detection of glucose. Electrochim Acta 378:138132. https://doi.org/10.1016/J.ELECTACTA.2021.138132
Zorluoǧlu SL, Taşdemir IH, Ece A, Kiliç E (2013) A Cooperative computational and experimental investigation on electrochemical behavior of metoprolol and its voltammetric determination. Can J Chem 91(10):951–959. https://doi.org/10.1139/CJC-2012-0531
Author information
Authors and Affiliations
Contributions
BP was involved in data curation and writing—original draft. YTB contributed to investigation, data curation and writing—original draft and editing. ÜA was involved in supervision, project administration, writing and editing.
Corresponding author
Ethics declarations
Conflict of interest
There are no conflicts to declare.
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Rights and permissions
Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.
About this article
Cite this article
Perk, B., Büyüksünetçi, Y.T. & Anık, Ü. Gold nanoparticle deposited electrochemical sensor for hyaluronic acid detection. Chem. Pap. 77, 4319–4329 (2023). https://doi.org/10.1007/s11696-023-02781-9
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11696-023-02781-9