Surface plasmon resonance determination of the binding mechanisms of l -cysteine and mercaptoundecanoic acid on gold

Journal of Physical Chemistry C

Volumn 117, Issue 13, 2013, Pages 6712-6718

  Tawil, Nancy ^a,b,d   Hatef, Ali ^a   Sacher, Edward ^b   Maisonneuve, Mathieu ^a   Gervais, Thomas ^c   Mandeville, Rosemonde ^d   Meunier, Michel ^a,b  

^a Laser Processing Laboratory   (Canada)

^b Laboratory for the Analysis of the Surfaces of Materials   (Canada)

^c ÉCOLE POLYTECHNIQUE DE MONTRÉAL   (Canada)

^d Biophage Pharma Inc   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

11-MERCAPTOUNDECANOIC ACID; BINDING MECHANISMS; LANGMUIR ISOTHERM; LOW CONCENTRATIONS; MERCAPTOUNDECANOIC ACID; MONOLAYER FORMATION; REAL TIME MONITORING; STRUCTURAL REARRANGEMENT;

AMINO ACIDS; PHYSISORPTION; PLASMONS; SELF ASSEMBLED MONOLAYERS; SURFACE PLASMON RESONANCE;

GOLD;

EID: 84875860619     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp400873t     Document Type: Article

References (34)

1. Dubois, L. H.; Nuzzo, R. G. Synthesis, Structure, And Properties of Model Organic-Surfaces Annu. Rev. Phys. Chem. 1992, 43, 437-463
2. Schreiber, F. Structure and Growth of Self-Assembling Monolayers Prog. Surf. Sci. 2000, 65, 151-256 (Pubitemid 32160659)
3. Bieri, M.; Burgi, T. Adsorption Kinetics, Orientation, and Self-Assembling of N -Acetyl-l -cysteine on Gold: A Combined ATR-IR, PM-IRRAS, and QCM Study J. Phys. Chem. B 2005, 109, 22476-22485 (Pubitemid 41796725)
4. Tielens, F.; Santos, E.; AuS; Bond, S. H. Formation/Breaking during the Formation of Alkanethiol SAMs on Au(111): A Theoretical Study J. Phys. Chem. C 2010, 114, 9444-9452
5. Hu, K.; Bard, A. J. In Situ Monitoring of Kinetics of Charged Thiol Adsorption on Gold Using an Atomic Force Microscope Langmuir 1998, 14, 4790-4794 (Pubitemid 128599691)
6. DeBono, R. F.; Loucks, G. D.; DellaManna, D.; Krull, U. J. Self-Assembly of Short and Long-Chain n -Alkyl Thiols onto Gold Surfaces: A Real-Time Study Using Surface Plasmon Resonance Techniques Can. J. Chem. 1996, 74, 677-688 (Pubitemid 126425283)
7. Pan, W.; Durning, C. J.; Turro, N. J. Kinetics of Alkanethiol Adsorption on Gold Langmuir 1996, 12, 4469-4473 (Pubitemid 126536466)
8. Subramanian, R.; Lakshminarayanan, V. A Study of Kinetics of Adsorption of Alkanethiols on Gold Using Electrochemical Impedance Spectroscopy Electrochim. Acta 2000, 45, 4501-4509
9. Alves, C. A.; Smith, E. L.; Porter, M. D. Atomic Scale Imaging of Alkanethiolate Monolayers at Gold Surfaces with Atomic Force Microscopy J. Am. Chem. Soc. 1992, 114, 1222-1227
10. Prato, M.; Alloisio, M.; Jadhav, S. A.; Chincarini, A.; Svaldo-Lanero, T.; Bisio, F.; Cavalleri, O.; Canepa, M. Optical Properties of Disulfide-Functionalized Diacetylene Self-Assembled Monolayers on Gold: A Spectroscopic Ellipsometry Study J. Phys. Chem. C 2009, 113, 20683-20688
11. Prato, M.; Moroni, R.; Bisio, F.; Rolandi, R.; Mattera, L.; Cavalleri, O.; Canepa, M. Optical Characterization of Thiolate Self-Assembled Monolayers on Au(111) J. Phys. Chem. C 2008, 112, 3899-3906
12. Baralia, G. G.; Duwez, A. S.; Nysten, B.; Jonas, A. M. Kinetics of Exchange of Alkanethiol Monolayers Self-Assembled on Polycrystalline Gold Langmuir 2005, 21, 6825-6829
13. Tawil, N.; Sacher, E.; Mandeville, R.; Meunier, M. Surface Plasmon Resonance Detection of E. coli and Methicillin-Resistant S. Aureus Using Bacteriophages Biosens. Bioelectron. 2012, 37, 24-9
14. Pensa, E.; Carro, P.; Rubert, A. A.; Benitez, G.; Vericat, C.; Salvarezza, R. C. Thiol with an Unusual Adsorption-Desorption Behavior: 6-Mercaptopurine on Au(111) Langmuir 2010, 26, 17068-17074
15. Vericat, C.; Vela, M. E.; Benitez, G.; Carro, P.; Salvarezza, R. C. Self-Assembled Monolayers of Thiols and Dithiols on Gold: New Challenges for a Well-Known System Chem. Soc. Rev. 2010, 39, 1805-1834
16. Carr, J. A.; Wang, H.; Abraham, A.; Gullion, T.; Lewis, J. P. l -Cysteine Interaction with Au-55 Nanoparticle J. Phys. Chem. C 2012, 116, 25816-25823
17. Cavalleri, O.; Oliveri, L.; Dacca, A.; Parodi, R.; Rolandi, R. XPS Measurements on l -Cysteine and 1-Octadecanethiol Self-Assembled Films: A Comparative Study Appl. Surf. Sci. 2001, 175, 357-362
18. Valiokas, R.; Ostblom, M.; Svedhem, S.; Svensson, S. C. T.; Liedberg, B. Thermal Stability of Self-Assembled Monolayers: Influence of Lateral Hydrogen Bonding J. Phys. Chem. B 2002, 106, 10401-10409
19. Love, J. C.; Estroff, L. A.; Kriebel, J. K.; Nuzzo, R. G.; Whitesides, G. M. Self-Assembled Monolayers of Thiolates on Metals As a Form of Nanotechnology Chem. Rev. 2005, 105, 1103-1169
20. Abraham, A.; Mihaliuk, E.; Kumar, B.; Legleiter, J.; Gullion, T. Solid-State NMR Study of Cysteine on Gold Nanoparticles J. Phys. Chem. C 2010, 114, 18109-18114
21. Gervais, T.; Jensen, K.F. Mass Transport and Surface Reactions in Microfluidic Systems Chem. Eng. Sci. 2006, 61, 1102-1121
22. Kuhnle, A.; Linderoth, T. R.; Hammer, B.; Besenbacher, F. Chiral Recognition in Dimerization of Adsorbed Cysteine Observed by Scanning Tunnelling Microscopy Nature 2002, 415, 891-893
23. Cavalleri, O.; Gonella, G.; Terreni, S.; Vignolo, M.; Floreano, L.; Morgante, A.; Canepa, M.; Rolandi, R. High Resolution X-ray Photoelectron Spectroscopy of l -Cysteine Self-Assembled Films Phys. Chem. Chem. Phys. 2004, 6, 4042-4046
24. Gonella, G.; Terreni, S.; Cvetko, D.; Cossaro, A.; Mattera, L.; Cavalleri, O.; Rolandi, R.; Morgante, A.; Floreano, L.; Canepa, M. Ultrahigh Vacuum Deposition of l -Cysteine on Au(110) Studied by High-Resolution X-ray Photoemission: From Early Stages of Adsorption to Molecular Organization J. Phys. Chem. B 2005, 109, 18003-18009
25. Ihs, A.; Liedberg, B. Chemisorption of l -Cysteine and 3-Mercaptopropionic Acid on Gold and Copper Surfaces-an Infrared Reflection Absorption Study J. Colloid Interface Sci. 1991, 144, 282-292
26. Uvdal, K.; Bodo, P.; Liedberg, B. l -Cysteine Adsorbed on Gold and Copper-an X-Ray Photoelectron-Spectroscopy Study J. Colloid Interface Sci. 1992, 149, 162-173
27. Voet, D.; Voet, J. G. Biochemistry. In Biochemistry, 3rd ed.; John Wiley & Sons: Hoboken, NJ, 2004; Vol. 1, p 1178.
28. Hakkinen, H. The Gold-Sulfur Interface at the Nanoscale Nat. Chem. 2012, 4, 443-455
29. Bain, C. D.; Evall, J.; Whitesides, G. M. Formation of Monolayers by the Coadsorption of Thiols on Gold-Variation in the Head Group, Tail Group, and Solvent J. Am. Chem. Soc. 1989, 111, 7155-7164
30. Damos, F. S.; Luz, R. C. S.; Kubota, L. T. Determination of Thickness, Dielectric Constant of Thiol Films, And Kinetics of Adsorption Using Surface Plasmon Resonance Langmuir 2005, 21, 602-609
31. Karpovich, D. S.; Blanchard, G. J. Direct Measurement of the Adsorption-Kinetics of Alkanethiolate Self-Assembled Monolayers on a Microcrystalline Gold Surface Langmuir 1994, 10, 3315-3322
32. Poirier, G. E. Characterization of Organosulfur Molecular Monolayers on Au(111) Using Scanning Tunneling Microscopy Chem. Rev. 1997, 97, 1117-1127
33. De Renzi, V.; Lavagnino, L.; Corradini, V.; Biagi, R.; Canepa, M.; del Pennino, U. Very Low Energy Vibrational Modes As a Fingerprint of H-Bond Network Formation: l -Cysteine on Au(111) J. Phys. Chem. C 2008, 112, 14439-14445
34. Mateo-Marti, E.; Rogero, C.; Gonzalez, C.; Sobrado, J. M.; de Andres, P. L.; Martin-Gago, J. A. Interplay between Fast Diffusion and Molecular Interaction in the Formation of Self-Assembled Nanostructures of S-Cysteine on Au(111) Langmuir 2010, 26, 4113-4118