Preparation of β-cyclodextrin functionalized reduced graphene oxide: application for electrochemical determination of paracetamol

β-Cyclodextrin functionalized reduced graphene oxide (β-CD/RGO) was successfully prepared using a simple wet chemical method. The β-CD/RGO nanohybrid was characterized by UV-vis spectroscopy, FTIR, Raman spectroscopy, TEM and SEM. The results confirmed that β-CD had effectively covered the RGO surface. The β-CD/RGO nanohybrid modified glassy carbon electrode was employed for the sensitive electrochemical determination of paracetamol. Cyclic voltammetry measurements indicated that β-CD/RGO could significantly enhance the electrochemical response of paracetamol due to the outstanding electronic properties of RGO sheets and the high supramolecular recognition and enrichment capability of β-CD. The experimental factors were investigated and optimized. Under optimized conditions, the amperometric oxidation currents of paracetamol were linearly proportional to the concentration in the range of 0.01 to 0.8 mM with a detection limit of 2.3 μM (S/N = 3). Furthermore, the proposed sensor exhibited an excellent anti-interference property and acceptable reproducibility.

[1]  E. Laviron,et al.  Adsorption, autoinhibition and autocatalysis in polarography and in linear potential sweep voltammetry , 1974 .

[2]  Jun-Jie Zhu,et al.  Direct electrochemistry and electrocatalysis of hemoglobin based on poly(diallyldimethylammonium chloride) functionalized graphene sheets/room temperature ionic liquid composite film , 2010 .

[3]  Jens Jordan,et al.  Quantification of acetaminophen (paracetamol) in human plasma and urine by stable isotope-dilution GC-MS and GC-MS/MS as pentafluorobenzyl ether derivative. , 2011, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[4]  Pranjal Chandra,et al.  Investigation on the downregulation of dopamine by acetaminophen administration based on their simultaneous determination in urine. , 2013, Biosensors & bioelectronics.

[5]  Rajendra N. Goyal,et al.  Differential pulse voltammetric determination of paracetamol at nanogold modified indium tin oxide electrode , 2005 .

[6]  M. El-Kemary,et al.  Inclusion of Paracetamol into β-cyclodextrin nanocavities in solution and in the solid state. , 2011, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[7]  Yancai Li,et al.  A high effect polymer-free covalent layer by layer self-assemble carboxylated MWCNTs films modified GCE for the detection of paracetamol , 2014 .

[8]  E. Wang,et al.  Cyclodextrin functionalized graphene nanosheets with high supramolecular recognition capability: synthesis and host-guest inclusion for enhanced electrochemical performance. , 2010, ACS nano.

[9]  Gongke Wang,et al.  A "turn-on" fluorescent sensor for detection of Pb2+ based on graphene oxide and G-quadruplex DNA. , 2013, Physical chemistry chemical physics : PCCP.

[10]  Andre K. Geim,et al.  The rise of graphene. , 2007, Nature materials.

[11]  Hui Zhang,et al.  Layer-by-layer inkjet printing of fabricating reduced graphene-polyoxometalate composite film for chemical sensors. , 2012, Physical chemistry chemical physics : PCCP.

[12]  Haibo Feng,et al.  A glassy carbon electrode modified with β-cyclodextin, multiwalled carbon nanotubes and graphene oxide for sensitive determination of 1,3-dinitrobenzene , 2014, Microchimica Acta.

[13]  Sirajuddin,et al.  Simpler spectrophotometric assay of paracetamol in tablets and urine samples. , 2007, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[14]  Weijian Xu,et al.  Uniformly sized β-cyclodextrin molecularly imprinted microspheres prepared by a novel surface imprinting technique for ursolic acid , 2008 .

[15]  Yu Liu,et al.  Synthesis of β-cyclodextrin derivative bearing a cyclohexylamino moiety and its inclusion complexation with organic dye molecules , 2001 .

[16]  J. Santhanalakshmi,et al.  Impact of CuO nanoleaves on MWCNTs/GCE nanocomposite film modified electrode for the electrochemical oxidation of folic acid , 2012, Applied Nanoscience.

[17]  Ş. Çetinel,et al.  Acetaminophen-induced toxicity is prevented by β-d-glucan treatment in mice , 2006 .

[18]  K. Ho,et al.  Synthesis of cobalt oxide thin films in the presence of various anions and their application for the detection of acetaminophen , 2013 .

[19]  Aysegul Kutluay,et al.  Modification of electrodes using conductive porous layers to confer selectivity for the voltammetric detection of paracetamol in the presence of ascorbic acid, dopamine and uric acid , 2013 .

[20]  F. Gao,et al.  Electrocatalytical oxidation and sensitive determination of acetaminophen on glassy carbon electrode modified with graphene-chitosan composite. , 2013, Materials science & engineering. C, Materials for biological applications.

[21]  J. Nan,et al.  Electrochemical chiral recognition of tryptophan using a glassy carbon electrode modified with β-cyclodextrin and graphene , 2014, Microchimica Acta.

[22]  E. Laviron.  General expression of the linear potential sweep voltammogram in the case of diffusionless electrochemical systems , 1979 .

[23]  Jiali Zhang,et al.  Reduction of graphene oxide via L-ascorbic acid. , 2010, Chemical communications.

[24]  Jianfeng Chen,et al.  Green synthesis and photo-catalytic performances for ZnO-reduced graphene oxide nanocomposites. , 2013, Journal of colloid and interface science.

[25]  F. Tuinstra,et al.  Raman Spectrum of Graphite , 1970 .

[26]  Chun-yan Liu,et al.  Au/graphene hydrogel: synthesis, characterization and its use for catalytic reduction of 4-nitrophenol , 2012 .

[27]  Q. Hao,et al.  Electrochemical sensing of acetaminophen based on poly(3,4-ethylenedioxythiophene)/graphene oxide composites , 2014 .

[28]  K. Heard,et al.  Acetylcysteine for acetaminophen poisoning. , 2008, The New England journal of medicine.

[29]  G. Diao,et al.  Universal water-soluble cyclodextrin polymer–carbon nanomaterials with supramolecular recognition , 2013 .

[30]  Jun Yu Li,et al.  Fabrication of gold nanoparticles-decorated reduced graphene oxide as a high performance electrochemical sensing platform for the detection of toxicant Sudan I , 2015 .

[31]  Chunming Wang,et al.  Fabrication of β-cyclodextrin-coated poly (diallyldimethylammonium chloride)-functionalized graphene composite film modified glassy carbon-rotating disk electrode and its application for simultaneous electrochemical determination colorants of sunset yellow and tartrazine. , 2013, Analytica chimica acta.

[32]  Stephen J Pearton,et al.  Flexible graphene-based chemical sensors on paper substrates. , 2013, Physical chemistry chemical physics : PCCP.

[33]  M. Abou‐Donia,et al.  A validated HPLC method for the determination of pyridostigmine bromide, acetaminophen, acetylsalicylic acid and caffeine in rat plasma and urine. , 2001, Journal of pharmaceutical and biomedical analysis.

[34]  M. Deng,et al.  High-sensitivity paracetamol sensor based on Pd/graphene oxide nanocomposite as an enhanced electrochemical sensing platform. , 2014, Biosensors & bioelectronics.

[35]  R. Deivasigamani,et al.  Controlled growth and molecular self-assembly of Au nanoparticles to Au nanochains: application towards enhancement for the electrochemical determination of paracetamol , 2013 .

[36]  U. Ritter,et al.  Nitrogen-doped multi-walled carbon nanotubes for paracetamol sensing , 2013, Ionics.

[37]  Hao‐Li Zhang,et al.  Nanomolar detection of dopamine in the presence of ascorbic acid at β-cyclodextrin/graphene nanocomposite platform , 2010 .

[38]  Jeong-Woo Choi,et al.  Prospects for graphene-nanoparticle-based hybrid sensors. , 2013, Physical chemistry chemical physics : PCCP.

[39]  Hsuan‐Jung Huang,et al.  Chemiluminescence detection of paracetamol by a luminol-permanganate based reaction , 2001 .

[40]  H. Wätzig,et al.  Determination of pharmaceuticals in plasma by capillary electrophoresis without sample pretreatment reproducibility, limit of quantitation and limit of detection , 1997, Electrophoresis.

[41]  N. R. Khalid,et al.  A facile one-step approach to synthesizing ZnO/graphene composites for enhanced degradation of methylene blue under visible light , 2013 .

[42]  G. Diao,et al.  β-Cyclodextrin polymer functionalized reduced-graphene oxide: Application for electrochemical determination imidacloprid , 2013 .

[43]  M. Hasanzadeh,et al.  ß-Cyclodextrin/graphene oxide grafted sulfonic acid: Application for electro-oxidation and determination of cadaverine in fish samples , 2014 .

[44]  S. Hur,et al.  One-pot synthesis of a reduced graphene oxide–zinc oxide sphere composite and its use as a visible light photocatalyst , 2013 .

[45]  Hainan Wang,et al.  Application of graphene for preconcentration and highly sensitive stripping voltammetric analysis of organophosphate pesticide. , 2011, Analytica chimica acta.

[46]  K. D. Kumar,et al.  Determination of paracetamol in pure form and in dosage forms using N,N-dibromo dimethylhydantoin. , 1997, Journal of pharmaceutical and biomedical analysis.

[47]  Qiang Zhao,et al.  Electrochemical Sensor for Ultrasensitive Determination of Doxorubicin and Methotrexate Based on Cyclodextrin‐Graphene Hybrid Nanosheets , 2011 .

[48]  R. Avidad,et al.  Spectrofluorimetric determination of paracetamol in pharmaceuticals and biological fluids. , 1995, Journal of pharmaceutical and biomedical analysis.

[49]  Andre K. Geim,et al.  Electric Field Effect in Atomically Thin Carbon Films , 2004, Science.