Electronic Structure and Bonding Configuration of Histidine on Ge(100)

Lee, Hangil; Youn, Young-Sang; Yang, Sena; Jung, Soon Jung; Kim, Sehun

doi:10.5012/bkcs.2010.31.11.3217

Cited by 9 publications

(9 citation statements)

References 20 publications

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“…As in a previous study, the O1 and O2 peaks could be assigned to OGe (531.1 eV) and −CO (532.0 eV) in the carboxyl groups of phenylalanine molecules adsorbed on the Ge(100) surface. These results indicated the occurrence of typical OH dissociation, and only one oxygen atom in the carboxyl group participated in the adsorption reaction. − , The O 1s core-level spectrum at 300 K was obtained after deposition of 0.15 ML tyrosine (Figure f). With consideration for the electronegativity and number of oxygen atoms in a tyrosine molecule, the spectral features were divided into three bonding states.…”

Section: Resultsmentioning

confidence: 92%

“…These results indicated the occurrence of typical OH dissociation, and only one oxygen atom in the carboxyl group participated in the adsorption reaction. [19][20][21][22][23][24][25][26]33 The O 1s corelevel spectrum at 300 K was obtained after deposition of 0.15 ML tyrosine (Figure 1f). With consideration for the electronegativity and number of oxygen atoms in a tyrosine molecule, the spectral features were divided into three bonding states.…”

Section: Resultsmentioning

confidence: 99%

“…We have examined the adsorption structures and behaviors of 10 natural amino acids on Ge(100)-2×1 surfaces. − We have identified the general trend among the adsorption structures of amino acids that the “O–H dissociated–N dative bonded structure” is the most stable structure at low coverage. We also have investigated the effects of functional groups and steric hindrance on the adsorption geometries to explain the observed differences.…”

Section: Introductionmentioning

confidence: 99%

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Comparison and Contrast Analysis of Adsorption Geometries of Phenylalanine versus Tyrosine on Ge(100): Effect of Nucleophilic Group on the Surface

et al. 2012

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The discrepancy of geometric configuration between phenylalanine and tyrosine adsorbed on Ge(100) surfaces was investigated using scanning tunneling microscopy (STM) in conjunction with density functional theory (DFT) calculations and core-level photoemission spectroscopy (CLPES). The study focused on the role of nucleophilic group (hydroxyl group) on phenyl ring of tyrosine, and we elucidated the difference of the adsorption geometry between phenylalanine and tyrosine on Ge(100) surfaces. We first confirmed that the “O–H dissociated–N dative bonded structure” was the most favorable structure in both molecules at low coverage by results of CLPES and DFT calculations. Geometric differences for the adsorption configurations between phenylalanine and tyrosine were observed: the phenyl ring of phenylalanine was aligned axially with respect to the Ge(100) surface, whereas that of tyrosine was tilted, as determined by DFT calculations. In sequence, we found out the results of STM images to confirm DFT results. We determined the different geometric configurations are attributed to the nucleophilic hydroxyl group of tyrosine, which creates an uneven charge distribution.

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Section: Resultsmentioning

confidence: 92%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Comparison and Contrast Analysis of Adsorption Geometries of Phenylalanine versus Tyrosine on Ge(100): Effect of Nucleophilic Group on the Surface

et al. 2012

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“…33,34 To begin with, Figure 7 shows a series of O 1s and N 1s core-level spectra as a function of the 2-pyridone with its tautomer, according to three distinct coverage levels (0.15 ML, 0.45 ML, and 0.75 ML). As shown in this figure, there are two distinct bonding features corresponding to the two oxygen of 2-pyridone and 2-hydroxypyridine (see Figure 7).…”

Section: Resultsmentioning

confidence: 99%

Adsorption Selectivities between Hydroxypyridine and Pyridone Adsorbed on the Ge(100) Surface: Conjugation and Geometric Configuration Effects on Adsorption Structures

Kim¹,

Lee²,

Lee³

2014

Bulletin of the Korean Chemical Society

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The most stable adsorption structures and their corresponding energies of 4-pyridone, 4-hydroxypyridine, 2-pyridone and 2-hydroxypyridine have been investigated by Density Functional Theory (DFT) calculation and high-resolution photoemission spectroscopy (HRPES). We confirmed that between the two reaction centers of 4-and 2-pyridone, only O atom of carbonyl functional group can act as a Lewis base while both the two reaction centers of 4-and 2-hydroxypyridine (tautomers of 4-and 2-pyridone) can successfully function as a Lewis base. On the other hand, owing to their molecular structures, there is a remarkable difference between the adsorption structures of 4-and 2-hydroxypyridine. Through the analysis of the N 1s and O 1s core level spectra obtained using HRPES, we also could corroborate that two different adducts coexist on the surface at room temperature due to their activation energy investigating the coverage dependent variation of bonding configurations when these molecules are adsorbed on the Ge(100) surface.

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“…The adsorption chemistry of a few molecules that include imidazole as part of their structure, but not that of imidazole itself, has been investigated on Group 14 semiconductor surfaces. For example, N 3 -dative bonding and interadsorbate hydrogen bonding on Ge(100)-2 × 1 , and a single-dimer N–H dissociative adsorption on Si(100)-2 × 1 have been considered for the imidazole moiety of histidine; the imidazole moiety of purine undergoes interdimer N–H dissociation once the molecule is anchored on Ge(100)-2 × 1 by double-dative bonding of two pyridinic nitrogens . These reactions provide insight into the adsorption chemistry of imidazole on Ge(100)-2 × 1, although the reactivity of an organic functional group may change when anchored to the surface through another part of the molecule. , …”

Section: Introductionmentioning

confidence: 99%

Autocatalytic Dissociative Adsorption of Imidazole on the Ge(100)-2 × 1 Surface

2017

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The adsorption of imidazole on the Ge(100)-2 × 1 surface is studied with ultrahigh vacuum infrared spectroscopy experiments and density functional theory calculations. Imidazole datively bonds to the surface through its pyridinic nitrogen at low coverage, while dissociation of the pyrrolic N–H is observed upon larger exposure. The coverage-dependent change in the product distribution is explained by autocatalytic activation of the dissociative adsorption via interaction between adjacent imidazole adsorbates. These results suggest an alternative explanation for the previously studied adsorption chemistry of bifunctional ethylenediamine on Ge(100)-2 × 1.

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Electronic Structure and Bonding Configuration of Histidine on Ge(100)

Cited by 9 publications

References 20 publications

Comparison and Contrast Analysis of Adsorption Geometries of Phenylalanine versus Tyrosine on Ge(100): Effect of Nucleophilic Group on the Surface

Comparison and Contrast Analysis of Adsorption Geometries of Phenylalanine versus Tyrosine on Ge(100): Effect of Nucleophilic Group on the Surface

Adsorption Selectivities between Hydroxypyridine and Pyridone Adsorbed on the Ge(100) Surface: Conjugation and Geometric Configuration Effects on Adsorption Structures

Autocatalytic Dissociative Adsorption of Imidazole on the Ge(100)-2 × 1 Surface

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