4-Mercaptophenylboronic Acid SAMs on Gold:  Comparison with SAMs Derived from Thiophenol, 4-Mercaptophenol, and 4-Mercaptobenzoic Acid

Barriet, David; Yam, Chi Ming; Shmakova, Olga E.; Jamison, and Andrew C.; Lee, T. Randall

doi:10.1021/la7007733

Cited by 114 publications

(90 citation statements)

References 71 publications

(142 reference statements)

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“…The FTIR spectrum reveals CH modes at approximately 3000 and 1090 cm À1 , weak aromatic modes at 1609 cm À1 , and a clear B-O bending mode at 1363 cm À1 . [24] The spectrum also reveals a broad, weak O-H stretch at 3500 cm À1 , presumably arising from some inadvertent hydrolysis.…”

mentioning

confidence: 96%

Electrically Addressable Cell Immobilization Using Phenylboronic Acid Diazonium Salts

et al. 2008

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mentioning

confidence: 96%

Electrically Addressable Cell Immobilization Using Phenylboronic Acid Diazonium Salts

et al. 2008

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“…Hence, XPS and ESCA are the standard techniques used in surface analysis. For instance, XPS can not only characterize the elemental composition of SAMs, but also the highly-ordered structures in the SAMs which can be assumed from the XPS spectra [28,29]. Although these analyses have high sensitivity and resolution, samples that can be evaluated by XPS and ESCA are limited to the solid substrate because these analyses should be performed under vacuum.…”

Section: Elemental Analyses Of Molecular Assembliesmentioning

confidence: 99%

Section: Elemental Analyses Of Molecular Assembliesmentioning

confidence: 99%

The Power of Assemblies at Interfaces: Nanosensor Platforms Based on Synthetic Receptor Membranes

Minamiki

Ichikawa

Kurita

2020

Sensors

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Synthetic sensing materials (artificial receptors) are some of the most attractive components of chemical/biosensors because of their long-term stability and low cost of production. However, the strategy for the practical design of these materials toward specific molecular recognition in water is not established yet. For the construction of artificial material-based chemical/biosensors, the bottom-up assembly of these materials is one of the effective methods. This is because the driving forces of molecular recognition on the receptors could be enhanced by the integration of such kinds of materials at the 'interfaces', such as the boundary portion between the liquid and solid phases. Additionally, the molecular assembly of such self-assembled monolayers (SAMs) can easily be installed in transducer devices. Thus, we believe that nanosensor platforms that consist of synthetic receptor membranes on the transducer surfaces can be applied to powerful tools for high-throughput analyses of the required targets. In this review, we briefly summarize a comprehensive overview that includes the preparation techniques for molecular assemblies, the characterization methods of the interfaces, and a few examples of receptor assembly-based chemical/biosensing platforms on each transduction mechanism.Synthetic receptors (i.e., artificial molecular recognition materials) are some of the most suitable platform materials for the development of chemical/biosensors owing to their chemical/physical stability, low cost of production, and their fine-tuning ability to select the required targets [4]. However, the preparation of artificial receptor-based sensors for practical applications is still in its initial stages, since the analyte specificity of most of the artificial materials is generally lower than that of biomaterials (i.e., antibodies and enzymes) [5]. To improve the binding affinity between the artificial receptors and the analytes, complicated synthesis procedures are required. Hence, a simpler way to improve the sensing ability of the artificial receptors should be considered to bring out the attractive features of these materials. To facilitate this, bottom-up integration of the receptors as molecular assemblies is considered as one of the most useful approaches for the construction of selective sensing fields for analytes. Moreover, the sensing features in the artificial receptor-based sensors could be finely tuned by using top-down technologies (e.g., molecular imprinting techniques [6], etc.) because the molecular recognition ability of the receptor assemblies depends on their nanostructures [7]. As aforementioned, the molecular assembly enhances the functions of a single kind of molecule ( Figure 1) [8]. In addition, the driving forces in molecular recognition (i.e., noncovalent interactions) can be amplified at the interfaces such as the boundary portion between the liquid and solid phases [9,10]. Thus, we believe that the installation of artificial receptors at the surface of the sensing portion in selective transducer...

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“…[29] Different tail groups influence the stability by interacting with each other (e.g., dipole-dipole interactions or hydrogen bonding) and can also influence the degree of p-stacking. [30] For example, carboxylic acids can form intra-SAM hydrogen bonds, in which carboxylic groups in a meta position relative to the thiol group lead to a much higher extent of intramonolayer hydrogen bonding compared with the para position. [31] In addition, a substituent on the aromatic ring influences the electron density in the p-system and also the pK a of the mercaptobenzoic acids used in this study.…”

Section: Influence Of the Type Of Raman Reporter Moleculementioning

confidence: 99%

Direct Silica Encapsulation of Self‐Assembled‐Monolayer‐Based Surface‐Enhanced Raman Scattering Labels with Complete Surface Coverage of Raman Reporters by Noncovalently Bound Silane Precursors

Schütz

Salehi

Schlücker

2014

Chemistry An Asian Journal

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Silica-coated surface-enhanced Raman scattering (SERS) labels with a self-assembled monolayer (SAM) on the entire surface of the metal colloid combine high chemical and mechanical stability with bright and reproducible Raman signals due to the complete surface coverage and uniform molecular orientation within the SAM. Currently available chemical syntheses are either based on the direct encapsulation of covalently bound silane precursors or comprise several steps, such as the sequential addition of noncovalently bound polyelectrolytes to render the surface vitreophilic. Here, a generic approach for the direct and fast silica encapsulation of commercially available Raman reporter molecules with polar head groups by noncovalently bound silane precursors is reported. The formation of highly SERS-active silica-coated clusters during silica encapsulation is determined by several parameters, in particular the type of Raman reporter molecule, the solvent, and the type and amount of the silane precursor.

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4-Mercaptophenylboronic Acid SAMs on Gold: Comparison with SAMs Derived from Thiophenol, 4-Mercaptophenol, and 4-Mercaptobenzoic Acid

Cited by 114 publications

References 71 publications

Electrically Addressable Cell Immobilization Using Phenylboronic Acid Diazonium Salts

Electrically Addressable Cell Immobilization Using Phenylboronic Acid Diazonium Salts

The Power of Assemblies at Interfaces: Nanosensor Platforms Based on Synthetic Receptor Membranes

Direct Silica Encapsulation of Self‐Assembled‐Monolayer‐Based Surface‐Enhanced Raman Scattering Labels with Complete Surface Coverage of Raman Reporters by Noncovalently Bound Silane Precursors

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