PH-regulated release of dopamine from well-ordered self-assembled monolayers: Electrochemical studies

Materials Science and Engineering C

Volumn 33, Issue 8, 2013, Pages 5095-5099

  Kazemi, Sayed Habib ^a   Alizadeh, Abdolhamid ^b   Mohamadi, Rahim ^a   Khodaei, Mohammad Mahdi ^b   Kordestani, Davood ^b  

^a INSTITUTE FOR ADVANCED STUDIES IN BASIC SCIENCES IASBS   (Iran)

^b RAZI UNIVERSITY   (Iran)

Author keywords

Dopamine; Drug release; PH triggering; Self assembled monolayers

Indexed keywords

AMINES; CYCLIC VOLTAMMETRY; ELECTROCHEMICAL ELECTRODES; ELECTROCHEMICAL IMPEDANCE SPECTROSCOPY; ELECTRODES; GOLD; MONOLAYERS; NEUROPHYSIOLOGY; RATE CONSTANTS;

DOPAMINE; DRUG DELIVERY SYSTEM; DRUG RELEASE; ELECTROCHEMICAL EXPERIMENTS; ELECTROCHEMICAL STUDIES; ELECTROCHEMICAL TECHNIQUES; ELECTRODE SURFACES; IMPEDANCE SPECTROSCOPY;

SELF ASSEMBLED MONOLAYERS;

ALDEHYDE; DOPAMINE; GOLD; THIOL DERIVATIVE;

ARTICLE; CHEMISTRY; DRUG RELEASE; ELECTROCHEMICAL ANALYSIS; ELECTROCHEMICAL IMPEDANCE SPECTROSCOPY; ELECTRODE; PH; PH TRIGGERING; SELF-ASSEMBLED MONOLAYERS; SURFACE PROPERTY;

DOPAMINE; DRUG RELEASE; PH TRIGGERING; SELF-ASSEMBLED MONOLAYERS;

ALDEHYDES; DIELECTRIC SPECTROSCOPY; DOPAMINE; ELECTROCHEMICAL TECHNIQUES; ELECTRODES; GOLD; HYDROGEN-ION CONCENTRATION; SULFHYDRYL COMPOUNDS; SURFACE PROPERTIES;

EID: 84885185035     PISSN: 09284931     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.msec.2013.07.007     Document Type: Article

References (34)

1. H.O. Finklea, D.D. Hanshew, Electron-transfer kinetics in organized thiol mono-layers with attached pentaammine(pyridine)ruthenium redox centers, J. Am. Chem. Soc. 114 (1992) 3173-3181.
2. B.H. Huisman, R.P.H. Kooyman, F. vanVeggel, D.N. Reinhoudt, Molecular recognition by self-assembled monolayers detected with surface plasmon resonance, Adv. Mater. 8 (1996) 561-564.
3. X.M. Li, J. Huskens, D.N. Reinhoudt, Reactive self-assembled monolayers on flat and nanoparticle surfaces, and their application in soft and scanning probe lithographic nanofabrication technologies, J. Mater. Chem. 14 (2004) 2954-2971.
4. G.Y. Liu, S. Xu, Y.L. Qian, Nanofabrication of self-assembled monolayers using scanning probe lithography, Acc. Chem. Res. 33 (2000) 457-466.
5. M. Mrksich, Using self-assembled monolayers to model the extracellular matrix, Acta Biomater. 5 (2009) 832-841.
6. G.K. Rowe, S.E. Creager, Redox and ion-pairing thermodynamics in self-assembled monolayers, Langmuir 7 (1991) 2307-2312.
7. K.D. Schierbaum, T. Weiss, E.U.T. Vanvelzen, J.F.J. Engbersen, D.N. Reinhoudt, W. Gopel, Molecular recognition by self-assembled monolayers of cavitand receptors, Science 265 (1994) 1413-1415.
8. A. Ulman, Formation and structure of self-assembled monolayers, Chem. Rev. 96 (1996) 1533-1554.
9. S. Xu, S. Miller, P.E. Laibinis, G.Y. Liu, Fabrication of nanometer scale patterns within self-assembled monolayers by nanografting, Langmuir 15 (1999) 7244-7251.
10. S. Berchmans, S. Arivukkodi, V. Yegnaraman, Self-assembled monolayers of 2-mercaptobenzimidazole on gold: stripping voltammetric determination of Hg(II), Electrochem. Commun. 2 (2000) 226-229.
11. S.S. Agasti, A. Chompoosor, C.-C. You, P. Ghosh, C.K. Kim, V.M. Rotello, Photoregulated Release of Caged Anticancer Drugs from Gold Nanoparticles, J. Am. Chem. Soc. 131 (2009) 5728-5729.
12. J. Li, P. Yao, Self-Assembly of Ibuprofen and Bovine Serum Albumina Dextran Conjugates Leading to Effective Loading of the Drug, Langmuir 25 (2009) 6385-6391.
13. X. Yang, J.J. Grailer, S. Pilla, D.A. Steeber, S. Gong, Tumor-targeting, pH-responsive, and stable unimolecular micelles as drug nanocarriers for targeted cancer therapy, Bioconjug. Chem. 21 (2010) 496-504.
14. F.L. Callari, S. Petralia, S. Conoci, S. Sortino, Light-triggered DNA release by dynamic monolayer films, New J. Chem. 32 (2008) 1899-1903.
15. C.D. Hodneland, M. Mrksich, Design of self-assembled monolayers that release attached groups using applied electrical potentials, Langmuir 13 (1997) 6001-6003.
16. C.D. Hodneland, M. Mrksich, Biomolecular surfaces that release ligands under electrochemical control, J. Am. Chem. Soc. 122 (2000) 4235-4236.
17. S.M. Lee, H. Chen, C.M. Dettmer, T.V. O'Halloran, S.T. Nguyen, Polymer-caged lipsomes: A pH-Responsive delivery system with high stability, J. Am. Chem. Soc. 129 (2007) 15096-15097.
18. L.J. Shi, S. Khondee, T.H. Linz, C. Berkland, Poly(N-vinylformamide) nanogels capable of pH-sensitive protein release, Macromolecules 41 (2008) 6546-6554.
19. A.G. Sullad, L.S. Manjeshwar, T.M. Aminabhavi, Novel pH-Sensitive Hydrogels Prepared from the Blends of Poly(vinyl alcohol) with Acrylic Acid-graft-Guar Gum Matrixes for Isoniazid Delivery, Ind. Eng. Chem. Res. 49 (2010) 7323-7329.
20. V. Hefco, K. Yamada, A. Hefco, L. Hritcu, A. Tiron, T. Nabeshima, Role of the mesotelencephalic dopamine system in learning and memory processes in the rat, Eur. J. Pharmacol. 475 (2003) 55-60.
21. J. Njagi, M.M. Chernov, J.C. Leiter, S. Andreescu, Amperometric Detection of Dopa-mine in Vivo with an Enzyme Based Carbon Fiber Microbiosensor, Anal. Chem. 82 (2010) 989-996.
22. D.L. Robinson, B.J. Venton, M. Heien, R.M. Wightman, Detecting subsecond dopa-mine release with fast-scan cyclic voltammetry in vivo, Clin. Chem. 49 (2003) 1763-1773.
23. B.E.K. Swamy, B.J. Venton, Carbon nanotube-modified microelectrodes for simultaneous detection of dopamine and serotonin in vivo, Analyst 132 (2007) 876-884.
24. R.M. Wightman, L.J. May, A.C. Michael, Detection of Dopamine Dynamics in the Brain, Anal. Chem. 60 (1988) 769A-779A.
25. K. Kim, J. Hwang, I. Seo, T.H. Youn, J. Kwak, Protein micropatterning based on electrochemically switched immobilization of bioligand on electro-polymerized film of a dually electroactive monomer, Chem. Commun. (2006) 4723-4725.
26. P.K. Sudeep, B.I. Ipe, K.G. Thomas, M.V. George, S. Barazzouk, S. Hotchandani, P.V. Kamat, Fullerene-Functionalized Gold Nanoparticles. A Self-Assembled Photoactive Antenna-Metal Nanocore Assembly, Nano Lett. 2 (2001) 29-35.
27. F. Cecchet, M. Marcaccio, M. Margotti, F. Paolucci, S. Rapino, P. Rudolf, Redox mediation at 11-mercaptoundecanoic acid self-assembled monolayers on gold, J. Phys. Chem. B 110 (2006) 2241-2248.
28. R.P. Janek, W.R. Fawcett, A. Ulman, Impedance spectroscopy of self-assembled monolayers on Au(111): Sodium ferrocyanide charge transfer at modified electrodes, Langmuir 14 (1998) 3011-3018.
29. M.D. Porter, T.B. Bright, D.L. Allara, C.E.D. Chidsey, Spontaneously organized molecular assemblies. 4. Structural characterization of n-alkyl thiol monolayers on gold by optical ellipsometry, infrared spectroscopy, and electrochemistry, J. Am. Chem. Soc. 109 (1987) 3559-3568.
30. M. Shamsipur, S.H. Kazemi, A. Alizadeh, M.F. Mousavi, M.S. Workentin, Self-assembled monolayers of a hydroquinone-terminated alkanethiol onto gold surface. Interfacial electrochemistry and Michael-addition reaction with glutathione, J. Electroanal. Chem. 610 (2007) 218-226.
31. M. Shamsipur, S.H. Kazemi, A. Mehdinia, M.F. Mousavi, H. Sharghi, Electron transfer behavior through densely packed self-assembled monolayers of a novel heteroaromatic thiol derivative onto the gold surface, Electroanalysis 20 (2008) 513-519.
32. S.H. Kazemi, M. Shamsipur, A. Alizadeh, M.F. Mousavi, Electrochemical behaviors of novel electroactive Au nanoparticles protected by self-assembled monolayers, J. Iran. Chem. Soc. 10 (2013) 333-338.
33. S.A. Trammell, N. Lebedev, Proton-coupled electron transfer in self-assembled monolayers containing quinone compounds with different bridging groups of varying electronic conjugation, J. Electroanal. Chem. 632 (2009) 127-132.
34. T. Phoeung, P. Aubron, G. Rydzek, M. Lafleur, pH-Triggered Release from Non-phospholipid LUVs Modulated by the pKa of the Included Fatty Acid, Langmuir 26 (2010) 12769-12776.