Adsorption and In Situ Scanning Tunneling Microscopy of Cysteine on Au(111):  Structure, Energy, and Tunneling Contrasts

Nazmutdinov, Renat R.; Zhang, Jingdong; Zinkicheva, Tamara T.; Manyurov, I. R.; Ulstrup, Jens

doi:10.1021/la060472c

Cited by 71 publications

(86 citation statements)

References 81 publications

(222 reference statements)

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“…Thus, there can be possible important contributions of the intrinsic molecular dipole moment that needs to be considered for the attribution of SECO. However, under the circumstances, it is not so straightforward to assign amount of contributions separately from intrinsic dipole moments and charge transfer to interface dipoles because L-cysteine adsorption on gold in different adsorption geometries and chemical forms (radical, anion, and zwitterion) has been theoretically reported to include an induced intrinsic dipole moment (for the interface dipole); the interface charge transfer depends strongly on the molecular configurations [46]. By considering the SECO value, the electrostatic energy difference across the interface (eD) due to the dipole layer is derived to be 1.10 eV, which puts the work function of the L-cysteine layer to 4.1 eV.…”

Section: Resultsmentioning

confidence: 99%

Interface Electronic Structures of the L-Cysteine on Noble Metal Surfaces Studied by Ultraviolet Photoelectron Spectroscopy

Koswattage

Kinjo

Nakayama

et al. 2015

e-J. Surf. Sci. Nanotech.

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L-cysteine, one of amino acids, is well known in the bioelectronics field as a linker between proteins and metal electrodes. The interface electronic structures between L-cysteine and metals are therefore very crucial because they dominate the charge carrier injection characteristics into such biological systems. However the interface electronic structures of L-cysteine and metals have been not well understood. In this study, the electronic structures at the interfaces of sequentially deposited L-cysteine layers on the metal surfaces of Au(111), Ag(111), and Cu (111) were investigated by thickness-dependent ultraviolet photoelectron spectroscopy (UPS). At the contact regions, the electronic structures of L-cysteine revealed modification with respect to its bulk phase and significant variation depending on the substrate. The electronic structure at the interfaces including work function, secondary electron cutoff (SECO), highest occupied molecular orbital (HOMO) onset, position of an interface state, charge injection barrier, and ionization energy were estimated for each case.

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Section: Resultsmentioning

confidence: 99%

Interface Electronic Structures of the L-Cysteine on Noble Metal Surfaces Studied by Ultraviolet Photoelectron Spectroscopy

Koswattage

Kinjo

Nakayama

et al. 2015

e-J. Surf. Sci. Nanotech.

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“…129 Image contrasts could be reproduced but maximum electrostatic stability of clusters of exactly six zwitterionic cysteine molecules in a continuous dielectric medium was also found. This particular configuration follows closely the pattern observed when ammonium acetate, pH 4.6 is the electrolyte medium and Au(111) the substrate surface, although other packing modes in different electrolytes have also been reported.…”

Section: Theoretical Computations and Stm Image Simulationsmentioning

confidence: 99%

“…75 4.2.3 Thiol and disulfide groups: cysteine and cystine/ Au(111) give the same surface structure. As an important amino acid and the only -SH containing natural amino acid, assembling of cysteine monolayers on various substrates in different environments 72,118,[127][128][129][130][131][132] has attracted significant attention ever since their introduction. A variety of L-cysteine and cystine assembling conditions will be addressed in Sections 4.3 and 4.4.…”

Section: Effects Of Terminal Groups In Target Moleculesmentioning

confidence: 99%

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Electrochemically controlled self-assembled monolayers characterized with molecular and sub-molecular resolution

Zhang

Welinder

Chi

et al. 2011

Phys. Chem. Chem. Phys.

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Self-assembled organization of functional molecules on solid surfaces has developed into a powerful and sophisticated tool for surface chemistry and nanotechnology. A number of reviews on the topic have been available since the mid 1990s. This perspective article aims to focus on recent development in the investigations of electronic structures and assembling dynamics of electrochemically controlled self-assembled monolayers (SAMs) of thiol containing molecules on gold surfaces. A brief introduction is first given and particularly illustrated by a Table summarizing the molecules studied, the surface lattice structures and the experimental operating conditions. This is followed by discussion of two major high-resolution experimental methods, scanning tunnelling microscopy (STM) and single-crystal electrochemistry. In Section 3, we briefly address choice of supporting electrolytes and substrate surfaces, and their effects on the SAM structures. Section 4 constitutes the major body of the article by offering some details of recent studies for the selected cases, including in situ monitoring of assembling dynamics, molecular electronic structures, and the key external factors determining the SAM packing. In Section 5, we give examples of what can be offered by theoretical computations for the detailed understanding of the SAM electronic structures revealed by STM images. A brief summary of the current applications of SAMs in wiring metalloproteins, design and fabrication of sensors, and single-molecule electronics is described in Section 6. In the final two sections (7 and 8), we discuss the current status in understanding of electronic structures and properties of SAMs in electrochemical environments and what could be expected for future perspectives.

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“…The proprieties of the Au-S system were also studied by scanning tunneling microscopy (STM) (Kühnle et al 2002, Nazmutdinov et al 2006, Zhang et al 2005 on single crystal electrodes (Wackerbarth et al 2004, Zhang et al 2011. The 2D crystallography of the SAM formed on Au electrodes can be controlled by the pH, electrolyte concentration and applied electrochemical potential.…”

Section: Adsorptionmentioning

confidence: 99%

The long and successful journey of electrochemically active amino acids. From fundamental adsorption studies to potential surface engineering tools.

Dourado

Pastrián

Torresi

2018

An. Acad. Bras. Ciênc.

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Proteins have been the subject of electrochemical studies. It is possible to apply electrochemical techniques to obtain information about their structure due to the presence of five electroactive amino acids that can be oriented to the outside of the peptidic chain. These amino acids are L-and L-Cysteine (L-Cys); their electrochemical behavior being subject of extensive research, but it is still controversial. No spectroscopic investigations have been reported on L-Trp, and due to the short life time of the intermediates, ex situ techniques cannot be employed, leading to a never-ending discussion about possible intermediates. In the L-Tyr and L-His cases, spectroelectrochemical studies were performed and different intermediates were observed, suggesting that some intermediates may be observed under specific conditions, as proposed for L-Cys. This amino acid is the most interesting among the electroactive ones because of the presence of a thiol moiety at its side chain, leading to a wide range of oxidation states. It can adsorb onto surfaces of different crystallographic orientation in stereoselective conformation, modifying the surface for different applications.as a surface engineering tool since it plays the role of as an anchor for the growing of nanocrystals inside proteic templates.

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Adsorption and In Situ Scanning Tunneling Microscopy of Cysteine on Au(111): Structure, Energy, and Tunneling Contrasts

Cited by 71 publications

References 81 publications

Interface Electronic Structures of the L-Cysteine on Noble Metal Surfaces Studied by Ultraviolet Photoelectron Spectroscopy

Interface Electronic Structures of the L-Cysteine on Noble Metal Surfaces Studied by Ultraviolet Photoelectron Spectroscopy

Electrochemically controlled self-assembled monolayers characterized with molecular and sub-molecular resolution

The long and successful journey of electrochemically active amino acids. From fundamental adsorption studies to potential surface engineering tools.

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