The adsorption structure of glycine adsorbed on Cu(110); comparison with formate and

Hasselstrøm, Jørgen B.; Karis, Olof; Weinelt, Martin; Wassdahl, N.; Nilsson, Anders; Nyberg, M.; Pettersson, Lars G. M.; Samant, Mahesh G.; Stöhr, J.

doi:10.1016/s0039-6028(98)00190-3

Cited by 196 publications

(254 citation statements)

References 26 publications

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“…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. This bonding configuration is consistent with a number of studies using electronic [7,8] and vibrational spectroscopy [9,10,11], and also scanning tunnelling microscopy [12,13,14,15,16,17] and density functional theory (DFT) calculations [18,19]. Some of these spectroscopic studies, however, do indicate that at different surface coverages, or in less well-ordered overlayers, other chemisorption bonding configurations probably occur involving only one or both of the carboxylate O atoms.…”

Section: Introductionsupporting

confidence: 86%

Adsorption structure of glycine on TiO2(1 1 0): A photoelectron diffraction determination

et al. 2009

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Section: Introductionsupporting

confidence: 86%

Adsorption structure of glycine on TiO2(1 1 0): A photoelectron diffraction determination

et al. 2009

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“…In both cases, the equilibrium values for Cu-N and Cu-O distances are in good agreement with the values reported for glycine adsorption on the same substrate. 8 However, in neither case is the adsorption angle consistent with the corresponding experimental value of -34 ( 4°. Instead, a dynamical relaxation starting with a molecule in the C configuration lead to a minimum energy structure (Figure 4a) with an adsorption angle R 1 of about -30°, in much better agreement with the experiment.…”

Section: Adsorbed Isolated Moleculesmentioning

confidence: 69%

“…Extensive experimental and theoretical studies have helped to shed light on the behavior of small amino acids deposited on clean surfaces under controlled conditions. [6][7][8][9][10] More recently, similar investigations have been extended to di-and tripeptides, 11,12 which represent a further step toward complex and realistic systems of biological relevance.…”

Section: Introductionmentioning

confidence: 99%

Structure and Energetics of Diphenylalanine Self-Assembling on Cu(110)

et al. 2007

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We investigate the dynamical features of the adsorption of diphenylalanine molecules on the Cu(110) surface and of their assembling into supramolecular structures by a combination of quantum and classical atomistic modeling with dynamic scanning tunneling microscopy and spectroscopic experiments. Our results reveal a self-assembling mechanism in which isolated adsorbed molecules change their conformation and adsorption mode as a consequence of their mutual interactions. In particular, the formation of zwitterions after proton transfer between initially neutral molecules is found to be the key event of the assembling process, which stabilizes the supramolecular structures. Because of the constraints on the intermolecular bonds exerted by the surface-molecule interactions, the assembly process is strictly stereoselective, and may suggest a general model for patterning and functionalization of bare metal surfaces with short chiral peptides.

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“…6,15,16,20 These experiments have been supported by a variety of theoretical efforts. 7,8,13,14,21 We have recently explored the effect of pH on the electronic structure of glycine in aqueous solution using NEXAFS spectroscopy. 22 Several features in the nitrogen K-edge NEX-AFS spectrum of aqueous glycine exhibited marked pH sensitivity.…”

Section: Introductionmentioning

confidence: 99%

Local Hydration Environments of Amino Acids and Dipeptides Studied by X-ray Spectroscopy of Liquid Microjets

et al. 2005

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The nitrogen K-edge spectra of aqueous proline and diglycine solutions have been measured by total electron yield near-edge X-ray absorption fine structure (NEXAFS) spectroscopy at neutral and high pH. All observed spectral features have been assigned by comparison to the recently reported spectrum of aqueous glycine and calculated spectra of isolated amino acids and hydrated amino acid clusters. The sharp preedge resonances at 401.3 and 402.6 eV observed in the spectrum of anionic glycine indicate that the nitrogen terminus is in an "acceptor-only" configuration, wherein neither amine proton is involved in hydrogen bonding to the solvent, at high pH. The analogous 1s f σ* NH preedge transitions are absent in the NEXAFS spectrum of anionic proline, implying that the acceptor-only conformation observed in anionic glycine arises from steric shielding induced by free rotation of the amine terminus about the glycine CN bond. Anionic diglycine solutions exhibit a broadened 1s f π* CN resonance at 401.2 eV and a broad shoulder resonance at 403 eV, also suggesting the presence of an acceptor-only species. Although this assignment is not as unambiguous as for glycine, it implies that the nitrogen terminus of most proteins is capable of existing in an acceptor-only conformation at high pH. The NEXAFS spectrum of zwitterionic lysine solution was also measured, exhibiting features similar to those of both anionic and zwitterionic glycine, and leading us to conclude that the R amine group is present in an acceptor-only configuration, while the end of the butylammonium side chain is fully solvated.

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The adsorption structure of glycine adsorbed on Cu(110); comparison with formate and

Cited by 196 publications

References 26 publications

Adsorption structure of glycine on TiO2(1 1 0): A photoelectron diffraction determination

Adsorption structure of glycine on TiO2(1 1 0): A photoelectron diffraction determination

Structure and Energetics of Diphenylalanine Self-Assembling on Cu(110)

Local Hydration Environments of Amino Acids and Dipeptides Studied by X-ray Spectroscopy of Liquid Microjets

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