Can glycine form homochiral structural domains on low-index copper surfaces?

Toomes, Rachel L.; Kang, Jingoo; Woodruff, D.P.; Polčík, Martin; Kittel, Martin; Hoeft, J.

doi:10.1016/s0039-6028(02)02355-5

Cited by 71 publications

(105 citation statements)

References 12 publications

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“…In contrast, recent X-ray photoelectron spectroscopy experiments indicate zwitterionic adsorption of glycine to Pd (111). Using DFT, the adsorption of glycine on Pd(111), Cu(100) and Cu(110) was studied to examine this apparent difference in chemical states on these surfaces [100].…”

Section: Glycine Adsorption At Cu Surfacesmentioning

confidence: 99%

“…Among all possibilities, (531) is the fcc surface with the smallest surface unit cell that fulfils this condition, and it is thus among the most used for this kind of fundamental studies. All chiral fcc single-crystal surfaces have 6-fold coordinated kink atoms, which are surrounded by (111), (100), (110)nanofacets. In analogy to the Cahn-Ingold-Prelog rules, the surfaces are termed R/D or S/L if the (111)(100)(110) series describes a clockwise or counter clockwise rotation, respectively [207].…”

Section: 151mentioning

confidence: 99%

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Adsorption and self-assembly of bio-organic molecules at model surfaces: A route towards increased complexity

Costa

Pradier

Tielens

et al. 2015

Surface Science Reports

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Understanding the bio-physical-chemical interactions at nanostructured biointerfaces and the assembling mechanisms of so-called hybrid nano-composites is nowadays a keyissue for nanoscience in view of the many possible applications foreseen. The contribution of surface science in this field is noteworthy since, using a bottom-up approach, it allows the investigation of the fundamental processes at the basis of complex interfacial phenomena and thus it helps to unravelthe elementary mechanisms governing them. Nowadays it is well demonstrated that a wide variety of different molecular assemblies can form upon adsorption of small biomolecules at surfaces. The geometry of such self-organized structures can often be tuned by a careful control of the experimental conditions during the deposition process. Indeed an impressive number of studies exist (both experimental and -to a lesser extendtheoretical), which demonstrate the ability of molecular self-assembly to create different structural motifs in a more or less predictable manner, by tuning the molecular building blocks as well as the metallic substrate. In this frame, amino acidsand small peptides at surfaces are key, basic, systems to be studied. The amino acidsstructure is simple enough to serve as a model for the chemisorption of biofunctional molecules, but their adsorption at surfaces has applications in surface functionalization, in enantiospecific catalysis, biosensing, nanoparticles shape control or in emerging fields such as "green" corrosion inhibition. In this paper we review the most recent advancements in this field. We will start from amino acids adsorption at metal surfaces and we will evolve then in the direction of more complex systems, in thelight of the latest improvements of surface science techniques and of computational methods. On one side, we will focus on amino acids adsorption at oxide surfaces, on the other on peptide adsorption both at metal and oxide substrates. Particular attention will be drawn to the added value provided by the combination of several experimental surface science techniques and to the precious contribution of advanced complementary computational methods to resolve the details of systems of increased complexity. Finally, some hints into experiments performed in the presence of water and then characterized in UHV and in the related theoretical work will be presented. This is a further step towards abetter approximation of real biological systems. However, since the methods employed are often not typical of surface science, this topic is not developed in details.2

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Section: Glycine Adsorption At Cu Surfacesmentioning

confidence: 99%

Section: 151mentioning

confidence: 99%

Adsorption and self-assembly of bio-organic molecules at model surfaces: A route towards increased complexity

Costa

Pradier

Tielens

et al. 2015

Surface Science Reports

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“…Photoelectron www.pss-b.com diffraction and theoretical methods showed that glycine interacts with its amino and carboxyl group with the surface such that one group turns to the left or to the right with respect to the other (Fig. 9a) [56][57][58].…”

Section: Chiral Footprintsmentioning

confidence: 99%

Molecular chirality at surfaces

Ernst

2012

Physica Status Solidi (b)

221

264

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With the adsorption of larger molecules being increasingly tackled by surface scientists, the aspect of chirality often plays a role. This paper gives a topical review of molecular chirality at surfaces and gives a phenomenological overview of different aspects of adsorption and self‐assembly of chiral and prochiral molecules and the principles of mirror‐symmetry breaking at a surface. After a brief introduction into the history of molecular chirality and the important role it played for understanding the spatial structure of molecules, definitions of chirality are presented. Topics treated here are principle ways to create single chiral adsorbates, chiral ensembles, and monolayers by achiral molecules, adsorption of intrinsically chiral molecules at achiral and chiral surfaces, long‐range symmetry breaking in two‐dimensional (2D) crystals due to additional chiral bias, chiral restructuring of solid surfaces under the influence of chiral molecules, switching the handedness of adsorbates, and chirality at the liquid/air interface. An outlook onto further potential research directions and recommendations for further reading, including nonsurface‐related sources of chiral topics completes this paper.

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“…So far there have been very few structural studies of the adsorption of amino acids at well-characterised surfaces, with the only fully quantitative structure determinations being restricted to those of glycine, NH 2 CH 2 COOH on Cu(110) and Cu(100) [1,2,3], and of alanine, NH 2 CH 3 CHCOOH on Cu(110) [4], achieved by scanned-energy mode photoelectron diffraction [5,6]. In all three of these cases, the acid is deprotonated by interaction with the Cu surface to form, respectively, glycinate (NH 2 CH 2 COO) and alaninate (NH 2 CH 3 CHCOO) species that bond to the surface through both of the carboxylate O atoms and the amino N atom, all three atoms occupying single-coordinated sites.…”

Section: Introductionmentioning

confidence: 99%