Abstract
A simple and sensitive method for the electrocatalytic detection of dihydronicotinamide adenine dinucleotide (NADH) on an activated niclosamide (activatedNIC)-based modified electrode, prepared on a glassy carbon electrode modified with multi-walled carbon nanotubes (GCE/MWCNT/activatedNIC), was developed. This modified electrode shows efficient electrocatalytic oxidation activity toward NADH, at an applied potential of 0.065 V vs Ag/AgCl, with a kinetic constant, k kin, of 1.15 × 104 L mol−1 s−1, evaluated by chronoamperometry. The sensor presents a linear response range from 10.0 up to 280.0 μM with limits of detection and quantification and sensitivity of 3 μM, 10 μM, and 2.4 nA μM−1, respectively.
Similar content being viewed by others
References
Lee TL, Compton RG (2013) Electrochemical detection of NADH, cysteine, or glutathione using a caffeic acid modified glassy carbon electrode. Electroanal 25:1613–1620
Pinczewska A, Sosna M, Bloodworth S, Kilburn JD, Bartlett PN (2012) High-throughput synthesis and electrochemical screening of a library of modified electrodes for NADH oxidation. J Am Chem Soc 134:18022–18033
Deng C, Chen J, Chen X, Xiao C, Nie Z, Yao S (2008) Boron-doped carbon nanotubes modified electrode for electroanalysis of NADH. Electrochem Commun 10:907–909
Fotouhi L, Raei F, Heravi MM, Nematollahi D (2010) Electrocatalytic activity of 6,7-dihydroxy-3-methyl-9-thia-4,4adiazafluoren-2-one/multi-wall carbon nanotubes immobilized on carbon paste electrode for NADH oxidation: application to the trace determination of NADH. J Electroanal Chem 639:15–20
Santhiago M, Lima PR, Santos WJR, Oliveira AB, Kubota LT (2009) In situ activated 3,5-dinitrobenzoic acid covalent attached to nanostructured platform for NADH electrooxidation. Electrochim Acta 54:6609–6616
You JM, Jeon S (2011) Electrocatalytic oxidation of NADH on a glassy carbon electrode modified with MWCNT-Pd nanoparticles and poly 3,4-ethylenedioxypyrrole. Electrochim Acta 56:10077–10082
Chen CH, Chen YC, Lin MS (2013) Amperometric determination of NADH with Co3O4 nanosheet modified electrode. Biosens Bioelectron 42:379–384
Ge B, Tan Y, Xie Q, Ma M, Yao S (2009) Preparation of chitosan–dopamine-multiwalled carbon nanotubes nanocomposite for electrocatalytic oxidation and sensitive electroanalysis of NADH. Sensors Actuators B 137:547–554
Sosna M, Bonamore A, Gorton L, Boffi A, Ferapontova EE (2013) Direct electrochemistry and Os-polymer-mediated bioelectrocatalysis of NADH oxidation by Escherichia coli flavohemoglobin at graphite electrodes. Biosens Bioelectron 42:219–224
Yang DW, Liu HH (2009) Poly(brilliant cresyl blue)-carbon nanotube modified electrodes for determination of NADH and fabrication of ethanol dehydrogenase-based biosensor. Biosens Bioelectron 25:733–738
Zhu L, Zhai J, Yang R, Tian C, Guo L (2007) Electrocatalytic oxidation of NADH with Meldola’s blue functionalized carbon nanotubes electrodes. Biosens Bioelectron 22:2768–2773
Kochius S, Magnusson AO, Hollmann F, Schrader J, Holtmann D (2012) Immobilized redox mediators for electrochemical NAD(P)+ regeneration. Appl Microbiol Biotechnol 93:2251–2264
Ghanem MA, Chrétien JM, Kilburn JD, Bartlett PN (2009) Electrochemical and solid-phase synthetic modification of glassy carbon electrodes with dihydroxybenzene compounds and the electrocatalytic oxidation of NADH. Bioelectrochemistry 76:115–125
Gao Q, Sun M, Peng P, Qi H, Zhang C (2010) Electro-oxidative polymerization of phenothiazine dyes into a multilayer-containing carbon nanotube on a glassy carbon electrode for the sensitive and low-potential detection of NADH. Microchim Acta 168:299–307
Deng L, Wang Y, Shang L, Wen D, Wang F, Dong S (2008) A sensitive NADH and glucose biosensor tuned by visible light based on thionine bridged carbon nanotubes and gold nanoparticles multilayer. Biosens Bioelectron 24:951–957
Gorton L, Bartlett PN (2008) Bioelectrochemistry: fundamentals, experimental techniques and applications. John Wiley & Sons Ltd, Chichester, p 157
Gligor D, Dilgin Y, Popescu IC, Gorton L (2009) Poly-phenothiazine derivative-modified glassy carbon electrode for NADH electrocatalytic oxidation. Electrochim Acta 54:3124–3128
Wang Q, Tang H, Xie Q, Tan L, Zhang Y, Li B, Yao S (2007) Room-temperature ionic liquids/multi-walled carbon nanotubes/chitosan composite electrode for electrochemical analysis of NADH. Electrochim Acta 52:6630–6637
Aguí L, Peña-Farfal C, Yáñez-Sedeño P, Pingarrón JM (2007) Poly-(3-methylthiophene)/carbon nanotubes hybrid composite-modified electrodes. Electrochim Acta 52:7946–7952
Vasantha VS, Chen SM (2006) Synergistic effect of a catechin-immobilized poly(3,4-ethylenedioxythiophene)-modified electrode on electrocatalysis of NADH in the presence of ascorbic acid and uric acid. Electrochim Acta 52:665–674
Huang M, Jiang H, Zhai J, Liu B, Dong S (2007) A simple route to incorporate redox mediator into carbon nanotubes/nafion composite film and its application to determine NADH at low potential. Talanta 74:132–139
WHO (World Health Organization) (2003) The control of schistosomiasis: second report of the WHO Expert Committee, WHO Technical Reports Series. WHO, Geneva, No. 830, 53
Abreu FC, Goulart MOF, Brett AM (2002) Detection of the damage caused to DNA by niclosamide using an electrochemical DNA-biosensor. Biosens Bioelectron 17:913–919
AL-Hadiya BM (2005) Niclosamide: comprehensive profile. Prof Drug Subst Excip Relat Methodol 32:67–96
Li Y, Li PK, Roberts MJ, Arend RC, Samant RS, Buchsbaum DJ (2014) Multi-targeted therapy of cancer by niclosamide: a new application for an old drug. Cancer Lett 349:8–14
Andrews P, Thyssen J, Lorke D (1982) The biology and toxicology of molluscicides, Bayluscide®. Pharm Therap 19:245–295
Ghalkhani M, Shahrokhian S (2010) Application of carbon nanoparticle/chitosan modified electrode for the square wave adsorptive anodic striping voltammetric determination of niclosamide. Electrochem Commun 12:66–69
Mehretie S, Admassie S, Tessema M, Solomon T (2012) Electrochemical study of niclosamide at poly(3,4-ethylenedioxythiophene) modified glassy carbon electrode. Sensors Actuators B 168:97–102
Alemu H (2002) Voltammetric determination of niclosamide at a glassy carbon electrode. Analyst 127:129–134
Dede E, Saglam O, Dilgin Y (2014) Sensitive voltammetric determination of niclosamide at a disposable pencil graphite electrode. Electrochim Acta 127:20–26
Yao Y, Zhang L, Duan X, Xu J, Zhou W, Wen Y (2014) Differential pulse stripping voltammetric determination of molluscicide niclosamide using three different carbon nanomaterials modified electrodes. Electrochim Acta 127:86–94
Wang Z, Xu J, Yao Y, Zhang L, Wen Y, Song H, Zhu D (2014) Facile preparation of highly water-stable and flexible PEDOT:PSS organic/inorganic composite materials and their application in electrochemical sensors. Sensors Actuators B 196:357–369
Mano N, Kuhn A (2001) Electrodes modified with nitrofluorenone derivatives as a basis for new biosensors. Biosens Bioelectron 16:653–660
Munteanu FD, Mano N, Kuhn A, Gorton L (2004) NADH electrooxidation using carbon paste electrodes modified with nitro-fluorenone derivatives immobilized on zirconium phosphate. J Electroanal Chem 564:167–178
Lima PR, Santos WJR, Oliveira AB, Goulart MOF, Kubota LT (2008) Electrochemical investigations of the reaction mechanism and kinetics between NADH and redox-active (NC)2C6H3–NHOH/(NC)2C6H3–NO from 4-nitrophthalonitrile–(NC)2C6H3–NO2-modified electrode. Biosens Bioelectron 24:448–454
Sridevi C, Reddy SJJ (1991) Voltammetric determination of niclosamide. J Indian Chem Soc 68:263–266
Tocher JH (1997) Reductive activation of nitroheterocyclic compounds. Gen Pharmacol: Vasc Sys 28:485–487
Ezerskis Z, Jusys Z (2001) Electropolymerization of chlorinated phenols on a Pt electrode in alkaline solution part–I. A cyclic voltammetry study. J Appl Electrochem 31:1117–1124
Silva FAS, Lopes CB, Costa EO, Lima PR, Kubota LT, Goulart MOF (2010) Poly-xanthurenic acid as an efficient mediator for the electrocatalytic oxidation of NADH. Electrochem Commun 12:450–454
Zhang DP, Wu WL, Long HY, Liu YC, Yang ZS (2008) Voltammetric behavior of o-nitrophenol and damage to DNA. Int J Mol Sci 9:316–326
Agboola B, Nyokong T (2007) Electrocatalytic oxidation of chlorophenols by electropolymerised nickel(II) tetrakis benzylmercapto and dodecylmercapto metallophthalocyanines complexes on gold electrodes. Electrochim Acta 52:5039–5045
Bard AJ, Faulkner LR (2001) Electrochemical methods—fundamental and applications, 2nd edn. Wiley, NY
Laviron E (1979) General expression of the linear potential sweep voltammogram in the case of diffusionless electrochemical systems. J Electroanal Chem 101:19–28
Galus Z (1976) Fundamentals of electrochemical analysis. Ellis Horwood Press, NY
Analytical Methods Committee (1987) Analyst 112:199–204
Lima PR, Santos WJR, Oliveira AB, Goulart MOF, Kubota LT (2008) Electrocatalytic activity of 4-nitrophthalonitrile-modified electrode for the l-glutathione detection. J Pharm Biomed Anal 47:758–764
Nassef HM, Radi AE, O’Sullivan CK (2006) Electrocatalytic sensing of NADH on a glassy carbon electrode modified with electrografted o-aminophenol film. Electrochem Commun 8:1719–1725
Tu X, Xie Q, Huang Z, Yang Q, Yao S (2007) Synthesis and characterization of novel quinone-amine polymer/carbon nanotubes composite for sensitive electrocatalytic detection of NADH. Electroanal 19:1815–1821
Zare HR, Golabi SM (2000) Caffeic acid modified glassy carbon electrode for electrocatalytic oxidation of reduced nicotinamide adenine dinucleotide (NADH). J Solid State Electrochem 4:87–94
Dai ZH, Liu FX, Lu GF, Bao JC (2008) Electrocatalytic detection of NADH and ethanol at glassy carbon electrode modified with electropolymerized films from methylene green. J Solid State Electrochem 12:175–180
Lin Z, Ji L, Medford AJ, Shi Q, Krause WE, Zhang X (2011) Electrocatalytic interaction of nano-engineered palladium on carbon nanofibers with hydrogen peroxide and β-NADH. J Solid State Electrochem 15:1287–1294
Prasannakumar S, Manjunatha R, Nethravathi C, Suresh GS, Rajamathi M, Venkatesha TV (2012) Graphene-carbon nanotubes modified graphite electrode for the determination of nicotinamide adenine dinucleotide and fabrication of alcohol biosensor. J Solid State Electrochem 16:3189–3199
Feng X, Zhang Y, Yan Z, Ma Y, Shen Q, Liu X, Fan Q, Wang L, Huang W (2014) Synthesis of polyaniline/Au composite nanotubes and their high performance in the detection of NADH. J Solid State Electrochem 18:1717–1723
Akhgar MR, Salari M, Zamani H (2011) Simultaneous determination of levodopa, NADH, and tryptophan using carbon paste electrode modified with carbon nanotubes and ferrocenedicarboxylic acid. J Solid State Electrochem 15:845–853
Acknowledgments
The authors gratefully acknowledge the financial support of CNPq (process 484044/2011-7), INCT Bioanalítica, FAPESP, PROCAD/CAPES, FAPEAL/PRONEX, FAPEAL/PPP/CNPq, and CAPES.
Author information
Authors and Affiliations
Corresponding author
Electronic supplementary material
Below is the link to the electronic supplementary material.
ESM 1
(DOCX 382 kb)
Rights and permissions
About this article
Cite this article
Lopes, C.B., de Assis dos Santos Silva, F., Lima, P.R. et al. Electrocatalytic activity of activated niclosamide on multi-walled carbon nanotubes glassy carbon electrode toward NADH oxidation. J Solid State Electrochem 19, 2819–2829 (2015). https://doi.org/10.1007/s10008-015-2862-3
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10008-015-2862-3