Interaction of Cytidine 5′‐Monophosphate with Au(111): An In Situ Infrared Spectroscopic Study

Doneux, Thomas; Fojt, Lukáš

doi:10.1002/cphc.200900018

Cited by 13 publications

(6 citation statements)

References 64 publications

(73 reference statements)

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“…90 Doneux and Fojt studied cytidine adsorption onto Au(111) using in situ IR spectroscopy and concluded that chemisorption occurs via the N3 nitrogen exclusively. 98 Thymine adsorption was the weakest and was proposed to be via the C4 keto oxygen. 90 The orientation of the adsorbed bases is still under debate and mechanisms where the base ring is perpendicular, parallel or tilted with respect to the metal surface have been suggested.…”

Section: Attractive Forcesmentioning

confidence: 99%

Adsorption of DNA onto gold nanoparticles and graphene oxide: surface science and applications

Liu

2012

Phys. Chem. Chem. Phys.

359

335

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The interaction between DNA and inorganic surfaces has attracted intense research interest, as a detailed understanding of adsorption and desorption is required for DNA microarray optimization, biosensor development, and nanoparticle functionalization. One of the most commonly studied surfaces is gold due to its unique optical and electric properties. Through various surface science tools, it was found that thiolated DNA can interact with gold not only via the thiol group but also through the DNA bases. Most of the previous work has been performed with planar gold surfaces. However, knowledge gained from planar gold may not be directly applicable to gold nanoparticles (AuNPs) for several reasons. First, DNA adsorption affinity is a function of AuNP size. Second, DNA may interact with AuNPs differently due to the high curvature. Finally, the colloidal stability of AuNPs confines salt concentration, whereas there is no such limit for planar gold. In addition to gold, graphene oxide (GO) has emerged as a new material for interfacing with DNA. GO and AuNPs share many similar properties for DNA adsorption; both have negatively charged surfaces but can still strongly adsorb DNA, and both are excellent fluorescence quenchers. Similar analytical and biomedical applications have been demonstrated with these two surfaces. The nature of the attractive force however, is different for each of these. DNA adsorption on AuNPs occurs via specific chemical interactions but adsorption on GO occurs via aromatic stacking and hydrophobic interactions. Herein, we summarize the recent developments in studying non-thiolated DNA adsorption and desorption as a function of salt, pH, temperature and DNA secondary structures. Potential future directions and applications are also discussed.Aside from molecular recognition, DNA-surface interaction has attracted more and more attention for the following two reasons. First, many technologies require DNA immobilization

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Section: Attractive Forcesmentioning

confidence: 99%

Adsorption of DNA onto gold nanoparticles and graphene oxide: surface science and applications

Liu

2012

Phys. Chem. Chem. Phys.

359

335

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“…How these molecules interactw ith the NPs is af ar more complicated matter to expose. While there is extensive literature about the adsorption of bases, nucleosides and nucleotides in thin films of different metals such as gold, [45][46][47][48][49][50] silver [51,52] and even copper, [53,54] in the case of NPs studies are rather scarce. Although somea ttempts have been made to extrapolate these results to NPs, such approaches are often complicated since they tend to involve af ilm of metal being modeled like ah uge NP (with ar adius tending to infinity) and this situation is hard to correlate with reality.T he most favoured technique to perform these studies is SERS (surfaceenhanced Raman spectroscopy), because its signals trongly depends on interparticle distance.…”

Section: Interaction and Affinity Of The Monomers With Aunpsmentioning

confidence: 99%

Covalent and Non‐Covalent DNA–Gold‐Nanoparticle Interactions: New Avenues of Research

et al. 2016

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The interactions of DNA, whether long, hundred base pair chains or short-chained oligonucleotides, with ligands play a key role in the field of structural biology. Its biological activity not only depends on the thermodynamic properties of DNA-ligand complexes, but can and often is conditioned by the formation kinetics of those complexes. On the other hand, gold nanoparticles have long been known to present excellent biocompatibility with biomolecules and are themselves remarkable for their structural, electronic, magnetic, optical and catalytic properties, radically different from those of their counterpart bulk materials, and which make them an important asset in multiple applications. Therefore, thermodynamic and kinetic studies of the interactions of DNA with nanoparticles acting as small ligands are key for a better understanding of those interactions to allow for their control and modulation and for the opening of new venues of research in nanomedicine, analytic and biologic fields. The interactions of gold nanoparticles with both DNA polymers and their smaller subunits; special focus is placed on those interactions taking place with nonfunctionalized gold nanoparticles are reviewed in the present work.

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“…This indicates that the adsorbed molecules are most likely chemisorbed rather than physisorbed. Chemisorption via the N (3) atom of the pyrimidine ring has been suggested for cytosine, and for related compounds such as cytidine and cytidine 5′-monophosphate . It is also possible that the surface state intensity and energy vary due to a change in the reconstruction of the surface from the usual herringbone structure for Au(111) or the (1 × 2) reconstruction of Au(110).…”

Section: Resultsmentioning

confidence: 99%

“…Chemisorption via the N (3) atom of the pyrimidine ring has been suggested for cytosine, 34 and for related compounds such as cytidine and cytidine 5′-monophosphate. 18 It is also possible that the surface state intensity and energy vary due to a change in the reconstruction of the surface from the usual herringbone structure for Au(111) or the (1 × 2) reconstruction of Au(110). Because alteration of the reconstruction requires a chemical interaction, this interpretation leads to the same conclusion, that chemical bonding occurs.…”

Section: Methodsmentioning

confidence: 99%

Adsorption of Cytosine and AZA Derivatives of Cytidine on Au Single Crystal Surfaces

et al. 2013

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ABSTRACT. The adsorption of cytosine, 6-azacytosine, 6-azacytidine and 5-azacytidine on the Au(111) surface has been studied by soft X-ray photoelectron spectroscopy (XPS) and near edge X-ray absorption fine structure spectroscopy (NEXAFS). Monolayer films of these molecules were adsorbed on Au(111) from aqueous solution, and the nature of bonding with this surface has been determined. Cytosine was adsorbed from the gas phase by evaporation, as well as from solution, on both the Au(111) and Au (110) through the N (3) atom of the pyrimidine ring dominates, but a second state is also 2 present. For deposition from solution, this second state dominates, and the molecular plane is no longer parallel to the surface. This state also bonds through the N (3) atom, but in addition interacts with the surface via the amino group. Two tautomers of 6-azacytosine were observed, and they and 6-azacytidine adsorb with similar geometries and chemical bonding via the azacytosine ring. The ribose ring does not appear to perturb the adsorption of azacytidine compared with azacytosine. The azacytosine ring is nearly but not perfectly parallel to the surface. 5-azacytidine adsorbs with the azacytosine ring very nearly parallel to the surface, as an imino tautomer.3

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Interaction of Cytidine 5′‐Monophosphate with Au(111): An In Situ Infrared Spectroscopic Study

Cited by 13 publications

References 64 publications

Adsorption of DNA onto gold nanoparticles and graphene oxide: surface science and applications

Adsorption of DNA onto gold nanoparticles and graphene oxide: surface science and applications

Covalent and Non‐Covalent DNA–Gold‐Nanoparticle Interactions: New Avenues of Research

Adsorption of Cytosine and AZA Derivatives of Cytidine on Au Single Crystal Surfaces

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