Construction of Multiple Switchable Sensors and Logic Gates Based on Carboxylated Multi-Walled Carbon Nanotubes/Poly(N,N-Diethylacrylamide)

In this work, binary hydrogel films based on carboxylated multi-walled carbon nanotubes/poly(N,N-diethylacrylamide) (c-MWCNTs/PDEA) were successfully polymerized and assembled on a glassy carbon (GC) electrode surface. The electroactive drug probes matrine and sophoridine in solution showed reversible thermal-, salt-, methanol- and pH-responsive switchable cyclic voltammetric (CV) behaviors at the film electrodes. The control experiments showed that the pH-responsive property of the system could be ascribed to the drug components of the solutions, whereas the thermal-, salt- and methanol-sensitive behaviors were attributed to the PDEA constituent of the films. The CV signals particularly, of matrine and sophoridine were significantly amplified by the electrocatalysis of c-MWCNTs in the films at 1.02 V and 0.91 V, respectively. Moreover, the addition of esterase, urease, ethyl butyrate, and urea to the solution also changed the pH of the system, and produced similar CV peaks as with dilution by HCl or NaOH. Based on these experiments, a 6-input/5-output logic gate system and 2-to-1 encoder were successfully constructed. The present system may lead to the development of novel types of molecular computing systems.

[1]  Evgeny Katz,et al.  Biofuel cells controlled by logically processed biochemical signals: towards physiologically regulated bioelectronic devices. , 2009, Chemistry.

[2]  Fang Yang,et al.  Matrine inhibits the adhesion and migration of BCG823 gastric cancer cells by affecting the structure and function of the vasodilator-stimulated phosphoprotein (VASP) , 2013, Acta Pharmacologica Sinica.

[3]  Barry A Badeau,et al.  Engineered modular biomaterial logic gates for environmentally triggered therapeutic delivery , 2017, Nature chemistry.

[4]  Tao Bo,et al.  Determination of dissociation constants of ten alkaloids by capillary zone electrophoresis , 2003 .

[5]  Peng Wang,et al.  Thermo- and Sulfate-Controllable Bioelectrocatalysis of Glucose Based on Horseradish Peroxidase and Glucose Oxidase Embedded in Poly(N,N-diethylacrylamide) Hydrogel Films , 2014, Applied Biochemistry and Biotechnology.

[6]  C S Pundir,et al.  An amperometric glutamate biosensor based on immobilization of glutamate oxidase onto carboxylated multiwalled carbon nanotubes/gold nanoparticles/chitosan composite film modified Au electrode. , 2013, Biosensors & bioelectronics.

[7]  Jinghong Li,et al.  Temperature, ionic strength and pH induced electrochemical switching of smart polymer interfaces. , 2006, Chemical communications.

[8]  Juyoung Yoon,et al.  Molecular logic gates: the past, present and future. , 2018, Chemical Society reviews.

[9]  Agustín Costa-García,et al.  Integration of gold-sputtered electrofluidic paper on wire-included analytical platforms for glucose biosensing. , 2017, Biosensors & bioelectronics.

[10]  Hanbin Cui,et al.  Antitumor effects of matrine on cancer stem like cells isolated from the human liver cancer SMMC-7721 cell line. , 2017, Oncology letters.

[11]  Hongyun Liu,et al.  pH-, sugar-, and temperature-sensitive electrochemical switch amplified by enzymatic reaction and controlled by logic gates based on semi-interpenetrating polymer networks. , 2012, The journal of physical chemistry. B.

[12]  Louis E. Brus,et al.  The Optical Resonances in Carbon Nanotubes Arise from Excitons , 2005, Science.

[13]  Rashid Heidarimoghadam,et al.  Rapid determination of furosemide in drug and blood plasma of wrestlers by a carboxyl-MWCNT sensor. , 2016, Materials science & engineering. C, Materials for biological applications.

[14]  Ruth Freitag,et al.  Influence of the synthesis conditions and ionic additives on the swelling behaviour of thermo-responsive polyalkylacrylamide hydrogels , 2005 .

[15]  Jiwen Feng,et al.  Phase Transition and Preferential Alcohol Adsorption of Poly(N,N-diethylacrylamide) Gel in Water/Alcohol Mixtures , 2015 .

[16]  Mao Ye,et al.  DNA-Based Dynamic Reaction Networks. , 2018, Trends in biochemical sciences.

[17]  Evgeny Katz,et al.  Digital biosensors with built-in logic for biomedical applications—biosensors based on a biocomputing concept , 2010, Analytical and bioanalytical chemistry.

[18]  Lei Chen,et al.  Synthesis and evaluation of porous polymethylsilsesquioxane microspheres as low silanol activity chromatographic stationary phase for basic compound separation. , 2018, Journal of chromatography. A.

[19]  Yanli Lu,et al.  An enzymatic calculation system based on electrochemiluminescence and fluorescence of luminol and cyclic voltammetry of ferrocene methanol. , 2018, Biosensors & bioelectronics.

[20]  E. Katz,et al.  A model system for targeted drug release triggered by biomolecular signals logically processed through enzyme logic networks. , 2014, The Analyst.

[21]  I. Capek,et al.  Dispersions, novel nanomaterial sensors and nanoconjugates based on carbon nanotubes. , 2009, Advances in colloid and interface science.

[22]  Ping Yu,et al.  Photodecomposition of ferrocenedicarboxylic acid in methanol to form an electroactive infinite coordination polymer and its application in bioelectrochemistry. , 2013, ACS applied materials & interfaces.

[23]  Yanli Lu,et al.  Biomolecular logic devices based on stimuli-responsive PNIPAM-DNA film electrodes and bioelectrocatalysis of natural DNA with Ru(bpy)32+ as mediator. , 2018, Biosensors & bioelectronics.

[24]  Mingzhu Liu,et al.  The Effect of NaCl on the Conformational Behavior of Acenaphthylene Labeled Poly(N,N-diethylacrylamide) in Dilute Aqueous Solution , 2006 .

[25]  Weiguo Song,et al.  Interfacial synthesis of ordered and stable covalent organic frameworks on amino-functionalized carbon nanotubes with enhanced electrochemical performance. , 2017, Chemical communications.

[26]  Jian Zhou,et al.  Bioelectrocatalytic system coupled with enzyme-based biocomputing ensembles performing boolean logic operations: approaching "smart" physiologically controlled biointerfaces. , 2009, ACS applied materials & interfaces.

[27]  Lei Wang,et al.  Multiple-stimuli responsive bioelectrocatalysis based on reduced graphene oxide/poly(N-isopropylacrylamide) composite films and its application in the fabrication of logic gates. , 2015, ACS applied materials & interfaces.

[28]  Linyu Chen,et al.  Neuroprotective effect of early and short-time applying sophoridine in pMCAO rat brain: Down-regulated TRAF6 and up-regulated p-ERK1/2 expression, ameliorated brain infaction and edema , 2012, Brain Research Bulletin.

[29]  Shaoling Song,et al.  pH-Controllable bioelectrocatalysis based on "on-off" switching redox property of electroactive probes for spin-assembled layer-by-layer films containing branched poly(ethyleneimine). , 2010, The journal of physical chemistry. B.

[30]  Shaoling Song,et al.  Triply switchable bioelectrocatalysis based on poly(N-isopropylacrylamide) hydrogel films with immobilized glucose oxidase , 2011 .

[31]  Na Li,et al.  Matrine Inhibits Mouse Sperm Function by Reducing Sperm [Ca2+]i and Phospho-ERK1/2 , 2015, Cellular Physiology and Biochemistry.

[32]  Evgeny Katz,et al.  Enzyme-based logic gates and circuits—analytical applications and interfacing with electronics , 2016, Analytical and Bioanalytical Chemistry.

[33]  Evgeny Katz,et al.  Biofuel cell controlled by enzyme logic systems. , 2009, Journal of the American Chemical Society.

[34]  Hongyun Liu,et al.  Multi-input and -output logic circuits based on bioelectrocatalysis with horseradish peroxidase and glucose oxidase immobilized in multi-responsive copolymer films on electrodes. , 2016, Biosensors & bioelectronics.

[35]  Tiangang Yang,et al.  A complicated biocomputing system based on multi-responsive P(NIPAM-co-APBA) copolymer film electrodes and electrocatalysis of NADH. , 2017, Physical chemistry chemical physics : PCCP.

[36]  Yasushi Maeda,et al.  A unique phase behavior of random copolymer of N-isopropylacrylamide and N,N-diethylacrylamide in water , 2009 .

[37]  D. Caruana,et al.  Electrochemical characterisation of graphene nanoflakes with functionalised edges. , 2014, Faraday discussions.

[38]  S. Skrzypek,et al.  β-Cyclodextrins incorporated multi-walled carbon nanotubes modified electrode for the voltammetric determination of the pesticide dichlorophen. , 2018, Talanta.

[39]  Chen-Zhong Li,et al.  Biomacromolecular logic gate, encoder/decoder and keypad lock based on DNA damage with electrochemiluminescence and electrochemical signals as outputs. , 2015, Chemical communications.

[40]  Dirk Kuckling,et al.  Isothermal Titration Calorimetry to Probe the Coil-to-Globule Transition of Thermoresponsive Polymers. , 2017, The journal of physical chemistry. B.

[41]  S. Kurtz,et al.  Evaluation of carbon nanotubes and graphene as reinforcements for UHMWPE-based composites in arthroplastic applications: A review. , 2014, Journal of the mechanical behavior of biomedical materials.

[42]  Huiqin Yao,et al.  Triply responsive films in bioelectrocatalysis with a binary architecture: combined layer-by-layer assembly and hydrogel polymerization. , 2011, The journal of physical chemistry. B.

[43]  Yuming Zou,et al.  Therapeutic effects of matrine derivate MASM in mice with collagen-induced arthritis and on fibroblast-like synoviocytes , 2017, Scientific Reports.

[44]  Y. Perets,et al.  The Electrical Properties of Hybrid Composites Based on Multiwall Carbon Nanotubes with Graphite Nanoplatelets , 2017, Nanoscale Research Letters.

[45]  Madhumita Sahoo,et al.  Enhanced electrochemical performance by unfolding a few wings of graphene nanoribbons of multiwalled carbon nanotubes as an anode material for Li ion battery applications. , 2015, Nanoscale.

[46]  Zhanhu Guo,et al.  Enhanced electrical conductivity and piezoresistive sensing in multi-wall carbon nanotubes/polydimethylsiloxane nanocomposites via the construction of a self-segregated structure. , 2017, Nanoscale.

[47]  Junhua Chen,et al.  A label-free and enzyme-free platform with a visible output for constructing versatile logic gates using caged G-quadruplex as the signal transducer† †Electronic supplementary information (ESI) available: Experimental details and supplementary figures. See DOI: 10.1039/c7sc04007e , 2017, Chemical science.

[48]  Itamar Willner,et al.  DNAzymes for sensing, nanobiotechnology and logic gate applications. , 2008, Chemical Society reviews.

[49]  Naifei Hu,et al.  Dual-switchable bioelectrocatalysis synergistically controlled by pH and perchlorate concentration based on poly(4-vinylpyridine) films. , 2010, The journal of physical chemistry. B.

[50]  Hongyun Liu,et al.  Enzymatic logic calculation systems based on solid-state electrochemiluminescence and molecularly imprinted polymer film electrodes. , 2018, Biosensors & bioelectronics.

[51]  Yasushi Maeda,et al.  Change in Solvation of Poly(N,N-diethylacrylamide) during Phase Transition in Aqueous Solutions As Observed by IR Spectroscopy , 2002 .

[52]  Peng Wang,et al.  Multiple stimuli-switchable bioelectrocatalysis under physiological conditions based on copolymer films with entrapped enzyme. , 2014, The journal of physical chemistry. B.

[53]  Jan Halámek,et al.  Responsive interface switchable by logically processed physiological signals: toward "smart" actuators for signal amplification and drug delivery. , 2011, ACS applied materials & interfaces.

[54]  Guang Zhou,et al.  Synthesis and biological evaluation of matrine derivatives containing benzo-α-pyrone structure as potent anti-lung cancer agents , 2016, Scientific Reports.

[55]  Shigeru Sasaki,et al.  Design and Synthesis of a Piperidinone Scaffold as an Analgesic through Kappa-Opioid Receptor: Structure-Activity Relationship Study of Matrine Alkaloids. , 2016, Chemical & pharmaceutical bulletin.