Online citations, reference lists, and bibliographies.

New Contribution In The Study Of Phase Formation In Mixed Alkanethiol Self-assembled Monolayers: A Powerful Tool For Transducers Design

Dyovani Coelho, Sérgio Machado
Published 2014 · Chemistry

Cite This
Download PDF
Analyze on Scholarcy
Share
a b s t r a c t Here, the formation of distinct 3-mercaptopropionic acid (MPA) and 11-mercaptoundecanoic acid (MUA) domains on polycrystalline gold surfaces was investigated by cyclic voltammetry and electrochemical quartz crystal nanobalance. Voltammetric experiments with the [Fe(CN)6]4-/3− redox couple showed that the MPA SAM allowed electron transference at the same rate as the bare gold surface, while the MUA SAM blocked the entire electrode surface. The chemical nature of mixed SAMs is discussed by evaluating the mass variations and the respective molecular weight in the desorption potential regions for each thiol by electrochemical quartz crystal nanobalance. Different domains containing MUA, MPA and their mixtures were identified in the massograms, thus demonstrating MPA island domains and the electrochemical response obtained for the [Fe(CN)6] 4-/3− redox couple. The modified surfaces, as well as bare Au electrode, were used for electroanalysis of the flavonoid fisetin in Britton-Robinson buffer solution, pH 5. Depending on the modification, detection limits as low as 3.35 ×10
This paper references
10.1021/ja00200a039
Formation of monolayers by the coadsorption of thiols on gold: variation in the head group, tail group, and solvent
C. Bain (1989)
10.1021/JP0035129
Phase Separation within a Binary Self-Assembled Monolayer on Au{111} Driven by an Amide-Containing Alkanethiol
R. Smith (2001)
10.1021/JA004091B
Construction of mixed mercaptopropionic acid/alkanethiol monolayers of controlled composition by structural control of a gold substrate with underpotentially deposited lead atoms.
K. Shimazu (2002)
10.1126/science.272.5265.1145
The Self-Assembly Mechanism of Alkanethiols on Au(111)
G. Poirier (1996)
10.1039/A606964I
Self-assembled monolayers for biosensors.
T. Wink (1997)
10.3184/003685005783238462
Molecular engineering of Surfaces Using Self-Assembled Monolayers
G. Whitesides (2005)
10.1016/S0039-9140(99)00352-5
Determination of rutin and other flavonoids by flow-injection/adsorptive stripping voltammetry using nujol-graphite and diphenylether-graphite paste electrodes.
G. J. Volikakis (2000)
10.1016/J.ELECTACTA.2008.01.038
Artificially phase-separated binary self-assembled monolayers composed of 11-amino-1-undecanethiolate and 10-carboxy-1-decanethiolate on Au(1 1 1): A comparative study of two preparing methods
P. H. Phong (2008)
10.1039/b925533h
Sensor for fisetin based on gold nanoparticles in ionic liquid and binuclear nickel complex immobilized in silica.
D. Brondani (2010)
10.1021/la9510792
Scanning tunneling microscopy study of L-cysteine on Au(111)
A. Dakkouri (1996)
10.1016/J.JELECHEM.2005.09.007
Characterization of alkanethiol-self-assembled monolayers-modified gold electrodes by electrochemical impedance spectroscopy
S. Campuzano (2006)
10.1016/J.ELECTACTA.2008.06.017
Electrochemical characterization of a 1,8-octanedithiol self-assembled monolayer (ODT-SAM) on a Au(1 1 1) single crystal electrode
D. García-Raya (2008)
10.1016/J.ELECTACTA.2008.12.043
SAM-modified microdisc electrode arrays (MDEAs) with functionalized carbon nanotubes
A. Guiseppi-Elie (2010)
10.1016/0925-4005(94)01587-8
Self-assembled monolayers of supramolecular compounds for chemical sensors
T. Weiss (1995)
10.1016/J.JELECHEM.2008.04.010
An optimised electrode pre-treatment for SAM formation on polycrystalline gold
J. Tkac (2008)
10.1021/LA0014757
Miscibility of adsorbed 1-undecanethiol and 11-mercaptoundecanoic acid species in binary self-assembled monolayers on Au(111)
T. Kakiuchi (2001)
10.1166/ASL.2009.1013
Development of Self-Assembled Monolayers of Single-Walled Carbon Nanotubes Assisted Cysteamine on Gold Electrodes
Md. Mahabubur Rahman (2009)
10.1021/jp907071v
Electrochemical and density functional theory study on the reactivity of fisetin and its radicals: implications on in vitro antioxidant activity.
Zoran S. Markovic (2009)
10.1016/J.JELECHEM.2012.04.022
Electrochemical oxidation of fisetin: Studies related to its adsorption on glassy carbon electrodes
Eliana María Maza (2012)
10.1021/la9018597
Ferrocenyl alkanethiols-thio beta-cyclodextrin mixed self-assembled monolayers: evidence of ferrocene electron shuttling through the beta-cyclodextrin cavity.
Marco Frasconi (2009)
10.1021/la960777z
Mechanism of Formation of Au Vacancy Islands in Alkanethiol Monolayers on Au(111)
G. Poirier (1997)
10.1039/b907301a
Self-assembled monolayers of thiols and dithiols on gold: new challenges for a well-known system.
C. Vericat (2010)
10.1016/0731-7085(94)90007-8
Electrochemistry of catechol-containing flavonoids.
H. P. Hendrickson (1994)
10.1016/J.ELECTACTA.2009.12.045
Potential-assisted deposition of mixed alkanethiol self-assembled monolayers
Rita Meunier-Prest (2010)
10.1021/JP010854L
The Role of Buried Hydrogen Bonds in Self-Assembled Mixed Composition Thiols on Au{111}
P. A. Lewis (2001)
10.1016/j.jelechem.2008.07.011
Microstructured electroactive surface based on binary self-assembled monolayer
Olivier Fontaine (2009)
10.1021/cr9502357
Formation and Structure of Self-Assembled Monolayers.
A. Ulman (1996)
10.1016/S1388-2481(00)00102-8
Study of anion adsorption on polycrystalline Pt by electrochemical quartz crystal microbalance
M. C. Santos (2000)
10.1039/b816605f
Structure and composition of binary monolayers self-assembled from sodium 2-mercaptoetanosulfonate and mercaptoundecanol mixed solutions on silver and gold supports.
Mateusz L. Donten (2009)
10.1016/S0956-5663(01)00277-9
Self-assembled monolayers as a tunable platform for biosensor applications.
N. K. Chaki (2002)
10.1016/0022-0728(91)85271-P
The electrochemical desorption of n-alkanethiol monolayers from polycrystalline Au and Ag electrodes
C. Widrig (1991)
10.1590/S0100-40422003000300016
Emprego de monocamadas auto-organizadas no desenvolvimento de sensores eletroquímicos
R. S. Freire (2003)
10.1016/0013-4686(86)80020-2
Elementary steps of electrochemical oxidation of single-crystal planes of Au—I. Chemical basis of processes involving geometry of anions and the electrode surfaces
H. Angerstein-Kozlowska (1986)
10.1590/S0103-50531998000300003
Electrochemical deposition of the first Cd monolayer on polycrystalline Pt and Au electrodes: an Upd study
M. C. Santos (1998)
10.1021/JZ100587G
How Penetrable Are Thioalkyl Self-Assembled Monolayers?
Carla Waring (2010)
10.1021/ja00183a049
Formation of monolayer films by the spontaneous assembly of organic thiols from solution onto gold
C. Bain (1989)
10.1149/1.2086033
Calibration of the Electrochemical Quartz Crystal Microbalance
C. Gabrielli (1991)
10.1126/science.240.4848.62
Molecular-Level Control over Surface Order in Self-Assembled Monolayer Films of Thiols on Gold
C. Bain (1988)
10.1021/ja00351a063
Adsorption of bifunctional organic disulfides on gold surfaces
R. Nuzzo (1983)
10.1016/S0925-4005(03)00017-0
Surface functionalization for self-referencing surface plasmon resonance (SPR) biosensors by multi-step self-assembly
Christina L. Boozer (2003)
10.1021/JP055616V
Time-dependent organization and wettability of decanethiol self-assembled monolayer on Au(111) investigated with STM.
S. Li (2006)
10.1002/ELAN.200303207
Preparation and Electrochemical Study of Fisetin Modified Glassy Carbon Electrode. Application to the Determination of NADH and Ascorbic Acid
S. M. Golabi (2005)
10.1021/JP066513V
Structure of Mixed Carboxylic Acid Terminated Self-Assembled Monolayers: Experimental and Theoretical Investigation
M. L. Carot (2007)
10.1002/(SICI)1521-4109(199911)11:15<1108::AID-ELAN1108>3.0.CO;2-Z
Determination of Surface pKa of SAM Using an Electrochemical Titration Method
J. Zhao (1999)
10.1016/0003-2670(95)00536-6
Preconcentration at a carbon-paste electrode and determination by adsorptive-stripping voltammetry of rutin and other flavonoids
N. E. Zoulis (1996)
10.1021/la704059q
Characterization of carboxylic acid-terminated self-assembled monolayers by electrochemical impedance spectroscopy and scanning electrochemical microscopy.
Wesley Sanders (2008)
10.1021/la9007476
Fabrication of mixed self-assembled monolayers designed for avidin immobilization by irradiation promoted exchange reaction.
Nirmalya Ballav (2009)
10.1021/la991590l
Phase separation of alkanethiol self-assembled monolayers during the replacement of adsorbed thiolates on Au(111) with thiols in solution
T. Kakiuchi (2000)
10.1002/elan.1140080302
Applications of self-assembled monolayers in electroanalytical chemistry
D. Mandler (1996)
10.1002/ELAN.200390017
Self-Assembled Monolayers into the 21st Century: Recent Advances and Applications
J. Gooding (2003)
10.1002/ELPS.200410258
Determination of dissociation constants of flavonoids by capillary electrophoresis
J. M. Herrero-Martínez (2005)
10.1021/LA011560U
Voltammetric Properties of the Reductive Desorption of Alkanethiol Self-Assembled Monolayers from a Metal Surface
T. Kakiuchi (2002)
10.1016/J.BBAGEN.2004.11.001
Evaluation of the antioxidant activity of flavonoids by "ferric reducing antioxidant power" assay and cyclic voltammetry.
O. Firuzi (2005)
10.1021/LA000756B
Electrochemical quartz crystal microbalance investigation of the reductive desorption of self-assembled monolayers of alkanethiols and mercaptoalkanoic acids on Au
T. Kawaguchi (2000)
10.1021/LA9914110
Organizing Single-Walled Carbon Nanotubes on Gold Using a Wet Chemical Self-Assembling Technique
Z. Liu (2000)
10.1021/ja00200a040
Formation of Monolayers by the Coadsorption of Thiols on Gold: Variation in the Length of the Alkyl Chain
C. Bain (1989)
10.2116/ANALSCI.17.3
Parameters important in fabricating enzyme electrodes using self-assembled monolayers of alkanethiols.
J. Gooding (2001)
10.1021/LA981631Y
Surface structure of binary self-assembled monolayers formed by electrochemical selective replacement of adsorbed thiols
D. Hobara (1999)
10.1016/S0022-0728(98)00112-0
Electrochemical quartz crystal microbalance study of copper adatoms on Au(111) electrodes in solutions of perchloric and sulfuric acid
H. Uchida (1998)
10.1021/la00041a015
Self-assembled monolayers of alkanethiols on gold: comparisons of monolayers containing mixtures of short- and long-chain constituents with methyl and hydroxymethyl terminal groups
J. P. Folkers (1992)
10.1016/J.SNB.2009.12.060
Solid carbon paste-based amperometric sensor with electropolymerized film of 2-amino-5-mercapto-1,3,4-thiadiazole
Jian-Bo He (2010)
10.1021/la981374x
Coverage-dependent phases and phase stability of decanethiol on Au(111)
G. Poirier (1999)
10.1016/S0165-9936(99)00133-8
The application of alkanethiol self-assembled monolayers to enzyme electrodes
J. Gooding (1999)
10.1016/J.BBAGEN.2004.03.008
Micropatterned, self-assembled monolayers for fabrication of transfected cell microarrays.
F. Yamauchi (2004)
10.1016/j.biomaterials.2009.03.025
The antibacterial activity of Magainin I immobilized onto mixed thiols Self-Assembled Monolayers.
V. Humblot (2009)
10.1021/LA9709857
In-Situ Scanning Tunneling Microscopy Imaging of the Reductive Desorption Process of Alkanethiols on Au(111)
D. Hobara (1998)



This paper is referenced by
Semantic Scholar Logo Some data provided by SemanticScholar