Selective nanosensing of copper (II) ion using l-lysine functionalized gold cysteamine self-assembled monolayer

Iranian Journal of Science and Technology, Transaction A: Science

Volumn 33, Issue 4, 2009, Pages 335-347

  Shabani, R ^a   Mozaffari, S A ^b   Husain, S W ^a   Tehrani, M Saber ^b  

^a ISLAMIC AZAD UNIVERSITY   (Iran)

^b IRANIAN RESEARCH ORGANIZATION FOR SCIENCE AND TECHNOLOGY IROST   (Iran)

Author keywords

Copper (II) ion; Electrochemical impedance spectroscopy; L lysine; Self assembled monolayer

Indexed keywords

EID: 78651490967     PISSN: 10286276     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (65)

1. Ulman, A. (1996). Formation and structure of self-assembled monolayers. Chem. Rev., 96, 1533-1554.
2. Love, J. C., Estroff, L. A., Kriebel, J. K., Nuzzo, R. G. & Whitesides, G. M. (2005). Self-assembled monolayers of thiolates on metals as a form of nanotechnology. Chem. Rev., 105, 1103-1170.
3. Denayer, J., Delhalle, J. & Mekhalif, Z. (2009). Comparative study of copper surface treatment with self assembled monolayers of aliphatic thiol, dithiol and dithiocarboxylic acid. J. Electroanal. Chem., 637, 43-49.
4. Shervedani, R. K. & Mozaffari, S. A. (2006). Copper(II) nanosensor based on a gold cysteamine selfassembled monolayer functionalized with salicylaldehyde. Anal. Chem., 78, 4957-4963.
5. Mozaffari, S. A.; Chang, T. & Park, S. M. (2010).Self-assembled monolayer as a pre-concentrating receptor for selective serotonin sensing. Biosens. Bioelectron, 26, 74-79.
6. Chow, E. & Gooding, J. J. (2006). Peptide modified electrodes as electrochemical metal ion sensors. Electroanalysis, 18, 1437-1448.
7. Protsailo, L. V. & Fawcett, W. R. (2000). Studies of electron transfer through self-assembled monolayers using impedance spectroscopy. Electrochim. Acta, 45, 3497-3505.
8. Laibinis, P. E. & Whitesides, G. M. (1992). Self-assembled monolayers of n-alkanethiolates on copper are barrier films that protect the metal against oxidation by air. J. Am. Chem. Soc., 114, 9022-9028.
9. Kitagawa, K.; Morita, T. & Kimura, S. (2005). Electron transfer in metal-molecule-metal Junction composed of self-assembled monolayers of helical peptides carrying redox-active ferrocene units. Langmuir, 21, 10624-10631.
10. Chen, J., Rawlett, Z. M. A. & Tour, J. M. (1999). Large on-off ratios and negative differential resistance in a molecular electronic device. Science, 286, 1550-1552.
11. Arya, S. K., Solanki, P. R.; Datta, M. & Malhotra, B. D. (2009). Recent advances in self-assembled monolayers based biomolecular electronic devices. Biosens. Bioelectron., 24, 2810-2817.
12. Forzani, E. S., Solis, V. M. & Calvo, E. J. (2000). Electrochemical behavior of polyphenol oxidase immobilized in self-assembled structures layer by layer with cationic polyallylamine. Anal. Chem., 72, 5300-5307.
13. Shervedani, R. K., Mehrjardi, A. H. & Zamiri, N. (2006). A novel method for glucose determination based on electrochemical impedance spectroscopy using glucose oxidase self-assembled biosensor. Bioelectrochemistry, 69, 201-208.
14. Crisponi, G., Marina Nurchi, V.; Fanni, D.; Gerosa, C. & Nemolato, S. G. (2010). Copper-related diseases: from chemistry to molecular pathology. Coordination Chem. Rev., 254, 876-889.
15. Yang, W., Gooding, J. J. & Hibbert, D. J. B. (2001). Characterisation of gold electrodes modified with selfassembled monolayers of L-cysteine for the adsorptive stripping analysis of copper. J. Electroanal. Chem., 516, 10-16.
16. Berchmans, S., Arivukkodi, S. & Yegnaraman, V. (2000). Self-assembled monolayers of 2-mercaptobenzimidazole on gold: stripping voltammetric determination of Hg(II). Electrochem. Commun., 2, 226-229.
17. Shervedani, R. K. & Mozaffari, S. A. (2006). Impedimetric sensing of uranyl ion based on phosphate functionalized cysteamine self-assembled monolayers. Anal. Chim. Acta, 562, 223-228.
18. Shervedani, R. K.; Bagherzadeh, M.; Sabzyan, H. & Safari, R. (2009). One-impedance for one-concentration impedimetry as an electrochemical method for determination of the trace zirconium ion. J. Electroanal. Chem., 633, 259-263.
19. Liu, A. C., Chen, D. C., Lin, C. C., Chou, H. H. & Chen, C. H. (1999). Application of cysteine monolayers for electrochemical determination of sub-ppb copper(II). Anal. Chem., 71, 1549.
20. Mandler, D. & Turyan, I. (1996). Applications of self-assembled monolayers in electroanalytical chemistry. Electroanalysis, 8, 207-213.
21. Wink, Th.; van Zuilen, S. J.; Bult, A. & van Bennekom, W. P. (1997). Self-assembled monolayers for biosensors. Analyst, 122, 43R-50R.
22. Mirsky, V. M. (2002). New electroanalytical applications of self-assembled monolayers. TrAC Trends Anal. Chem., 21, 439-450.
23. Postlethwaite, T. A., Hutchison, J. E., Hathcock, K. W. & Murray, R. W. (1995). Optical, electrochemical, and electrocatalytic properties of self-assembled thiol-derivatized porphyrins on transparent gold films. Langmuir, 11, 4109-4116.
24. Rahman, M. A., Won, M. S. & Shim, Y. B. (2003). Characterization of an EDTA bonded conducting polymer modified electrode: its application for the simultaneous determination of heavy metal ions. Anal. Chem., 75, 1123-1129.
25. Mohadesi, A. & Taher, M. A. (2007). Voltammetric determination of Cu(II) in natural waters and human hair at a meso-2,3-dimercaptosuccinic acid self-assembled gold electrode. Talanta, 72, 95-100.
26. Wang, F., Liu, Q., Wu, Y. & Ye, B. (2009). Langmuir-Blodgett film of p-tert-butylthiacalix[4]arene modified glassy carbon electrode as voltammetric sensor for the determination of Ag+. J. Electroanal. Chem., 630, 49-54.
27. Park, J. Y., Lee, Y. S., Kim, B. H. & Park, S. M. (2008). Label-free detection of antibody-antigen interactions on (R)-lipo-diaza-18-crown-6 self-assembled monolayer modified gold electrodes. Anal. Chem., 80, 4986-4993.
28. Markovich, I. & Mandler, D. (2001). Disorganised self-assembled monolayers (SAMs): the incorporation of amphiphilic molecules. Analyst, 126, 1850-1856.
29. Mozaffari, S. A., Chang, T. & Park, S. M. (2009). Diffusional electrochemistry of cytochrome c on mixed captopril/3-mercapto-1-propanol self-assembled monolayer modified gold electrodes. J. Phys. Chem. C, 113, 12434-12442.
30. Shervedani, R. K. & Mozaffari, S. A. (2005). Preparation and electrochemical characterization of a new nanosensor based on self-assembled monolayer of cysteamine functionalized with phosphate groups. Surf. Coat. Technol., 198,123-128.
31. Rubinstein, I., Steinberg, S., Tor, Y., Shanzer, A. & Sagive, J. (1988). Ionic recognition and selective response in self-assembling monolayer membranes on electrodes. Nature, 332, 426-429.
32. Steinberg, S., Tor, Y., Sabatani, E. & Rubinstein, I. (1991). Ion-selective monolayer membranes based upon self-assembling tetradentate ligand monolayers on gold electrodes. 2. Effect of applied potential on ion binding. J. Am. Chem. Soc., 113, 5176-5182.
33. Steinberg, S. & Rubinstein, I. (1992). Ion-selective monolayer membranes based upon self-assembling tetradentate ligand monolayers on gold electrodes. 3. Application as selective ion sensors. Langmuir, 8, 1183-1187.
34. Yang, N., Wang, X. & Wan, Q. (2006). Electrochemical reduction of Zn(II) ions on l-cysteine coated gold electrodes. Electrochim. Acta, 51, 2050-2056.
35. Shervedani, R. K., Farahbakhsh, A. & Bagherzadeh, M. (2007). Functionalization of gold cysteamine selfassembled monolayer with ethylenediaminetetraacetic acid as a novel nanosensor. Anal. Chim. Acta, 587, 254-262.
36. Turyan, I. & Mandler, D. (1994). Self-assembled monolayers in electroanalytical chemistry: Application of omega-mercaptocarboxylic acid monolayers for electrochemical determination of ultralow levels of cadmium(II). Anal. Chem., 66, 58-63.
37. Turyan, I. & Mandler, D. (1997). Selective Determination of Cr(VI) by a self-assembled monolayer-based electrode. Anal. Chem., 69, 894-897.
38. Gooding, J. J., Hibbert, D. B. & Yang, W. (2001). Electrochemical metal ion sensors. exploiting amino acids and peptides as recognition elements. Sensors, 1, 75-90.
39. Yang, W., Jaramillo, D., Gooding, J. J., Hibbert, D. B., Zhang, R., Willet, G. D. & Fisher, K. J. (2001). Sub-ppt detection limits for copper ions with Gly-Gly-His modified electrodes. Chem. Commun., 19, 1982-1983.
40. Yang, W. R., Chow, E., Willett, G. D., Hibbert, D. B. & Gooding, J. J. (2003). Exploring the use of the tripeptide Gly-Gly-His as a selective recognition element for the fabrication of electrochemical copper sensors. Analyst, 128, 712-718.
41. Chow, E., Hibbert, D. B. & Gooding, J. J. (2005). His-Ser-Gln-Lys-Val-Phe as a selective ligand for the voltammetric determination of Cd2+. Electrochem. Commun., 7, 101-106.
42. Smalley, J. F., Chalfant, K., Feldberg, S. W., Nahir, T. M. & Bowden, E. F. (1999). An indirect laser-induced temperature jump determination of the surface pKa of 11-mercaptoundecanoic acid monolayers self-assembled on gold. J. Phys. Chem. B., 103, 1676-1685.
43. Jurczakowski, R., Hitz, C. & Lasia, A. (2004). Impedance of porous Au based electrodes. J. Electroanal. Chem., 572, 355-366.
44. Lasia, A. & Rami, A. (1990). Kinetics of hydrogen evolution on nickel electrodes. J. Electroanal. Chem., 294, 123-141.
45. Boukamp, B. A. (1980). Package for impedance/admittance data analysis. Solid State Ionics, 18, 19, 136-140.
46. Boukamp, B. A. (1986). Nonlinear least squares fit procedure for analysis of immittance data of electrochemical systems. Solid State Ionics, 20, 31-44.
47. J. P. (1984). A cyclic voltammetric study of the gold-oxygen system. J. Electrochem. Soc., 131, 1808-1815.
48. Oesch, U. & Janata, J. (1983). Electrochemical study of gold electrodes with anodic oxide films formation and reduction behaviour of anodic oxides on gold. Electrochim. Acta., 28, 1237-1246.
49. Macdonalds, R. (1987). Impedance Spectroscopy, 1st ed., New York, Wiley.
50. Janek, R.P. & Fawcett, W. R. (1997). Impedance spectroscopy of self-assembled monolayers on Au(111): evidence for complex double-layer structure in aqueous NaClO4 at the potential of zero charge. J. Phys. Chem. B, 101, 8550-8558.
51. Flink, S., Boukamp, B. A., van den Berg, A., van Veggel, F. C. J. M. & Reinhoudt, D. N. (1998). Electrochemical detection of electrochemically inactive cations by self-assembled monolayers of crown ethers. J. Am. Chem. Soc, 120, 4652-4657.
52. Alfonta, L., Katz, E. & Willner, I. (2000). Sensing of acetylcholine by a tricomponent-enzyme layered electrode using faradaic impedance spectroscopy, cyclic voltammetry, and microgravimetric quartz crystal microbalance transduction methods. Anal. Chem, 72, 927-935.
53. Xiao, Y., Ju, H.-X. & Chen, H. Y. (1999). Hydrogen peroxide sensor based on horseradish peroxidase-labeled Au colloids immobilized on gold electrode surface by cysteamine monolayer. Anal. Chim. Acta., 391, 73-82.
54. Jurczakowski, R.; Hitz, C. & Lasia, A. (2005). Impedance of porous gold electrodes in the presence of electroactive species. J. Electroanal. Chem., 582, 85-96.
55. Pandey, P. C. (1999). Copper (II) ion sensor based on electropolymerized undoped-polyindole modified electrode. Sens. Actuators B, 54, 210-214.
56. Wakida, S. I., Sato, N. & Saito, K. (2008). Copper(II)-selective electrodes based on a novel charged carrier and preliminary application of field-effect transistor type checker. Sens. Actuators B, 130, 187-192.
57. Ghiaci, M., Rezaei, B. & Arshadi, M. (2009). Characterization of modified carbon paste electrode by using Salen Schiff base ligand immobilized on SiO2-Al2O3 as a highly sensitive sensor for anodic stripping voltammetric determination of copper(II). Sens. Actuators B, 139, 494-500.
58. Mashhadizadeh, M. H., Eskandari, Kh., Foroumadi, A. & Shafiee, A. (2008). Copper(II) modified carbon paste electrodes based on self-assembled mercaptocompounds-gold-nanoparticle. Talanta 76, 497-502.
59. Lina, M., Chob, M., Choea, W. S., Sonc, Y. & Lee, Y. (2009). Electrochemical detection of copper ion using a modified copolythiophene electrode. Electrochimica Acta, 54, 7012-7017.
60. Lina, M., Chob, M. S., Choea, W. S. & Lee, Y. (2009). Electrochemical analysis of copper ion using a Gly-Gly- His tripeptide modified poly(3-thiopheneacetic acid) biosensor. Biosens. Bioelectron., 25, 28-33.
61. Lina, M., Choa, M., Choea, W. S., Yoob, J. B. & Lee, Y. (2010). Polypyrrole nanowire modified with Gly-Gly- His tripeptide for electrochemical detection of copper ion. Biosens. Bioelectron., 26, 940-945
62. Yang, W., Gooding, J. J. & Hibbert, D. B. (2001). Characterisation of gold electrodes modified with selfassembled monolayers of L-cysteine for the adsorptive stripping analysis of copper. J. Electroanal. Chem., 516, 10-16.
63. Profumo, A., Merli, D. & Pesavento, M. (2006). Self-assembled monolayer modified gold electrodes for traces Cu(II) determination. Anal. Chim. Acta, 557, 45-51.
64. Zeng, B., Ding, X. & Zhao, F. (2002). Voltammetric response of glutathione and 3-mercaptopropionic acid selfassembled monolayer modified gold electrodes to Cu(II). Electroanalysis, 14, 651.
65. Shervedani, R. K. & Hatefi-Mehrjardi, A. (2009). Comparative electrochemical behavior of glucose oxidase covalenty immobilized on mono-, di- and tetra-carboxylic acid functional Au-thiol SAMs via anhydridederivatization route. Sens. Actuators B, 137, 195.