Biological functionalization of the amine-terminated Si(100) surface by glycine

Kim, M.K.; Baik, Jaeyoon; Jeon, Cheolho; Song, In Kyu; Nam, Jong Hee; Hwang, Hye-Jeong; Hwang, Chanyong; Woo, Seung Hyo; Park, C.-Y.; Ahn, Jaewan

doi:10.1016/j.susc.2010.05.031

Cited by 7 publications

(9 citation statements)

References 26 publications

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“…Organic−semiconductor interfaces are playing increasingly important roles in fields ranging from electronics to nanotechnology , to biosensing. , Numerous protocols are now available for the preparation of Si−C, Si−O, and Si−N bound layers as described in several reviews. − …”

Section: Introductionmentioning

confidence: 99%

On the Mechanism of Silicon Activation by Halogen Atoms

2011

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Despite the widespread use of chlorinated silicon as the starting point for further functionalization reactions, the high reactivity of this surface toward a simple polar molecule such as ammonia still remains unclear. We therefore undertook a comprehensive investigation of the factors that govern the reactivity of halogenated silicon surfaces. The reaction of NH3 was investigated comparatively on the Cl-Si(100)-2 × 1, Br-Si(100)-2 × 1, H-Si(100)-2 × 1, and Si(100)-2 × 1 surfaces using density functional theory. The halogenated surfaces show considerable activation with respect to the hydrogenated surface. The reaction on the halogenated surfaces proceeds via the formation of a stable datively bonded complex in which a silicon atom is pentacoordinated. The activation of the halogenated Si(100)-2 × 1 surfaces toward ammonia arises from the large redistribution of charge in the transition state that precedes the breakage of the Si-X bond and the formation of the Si-NH2 bond. This transition state has an ionic nature of the form Si-NH3(+)X(-). Steric effects also play an important role in surface reactivity, making brominated surfaces less reactive than chlorinated surfaces. The overall activation-energy barriers on the Cl-Si(100)-2 × 1 and Br-Si(100)-2 × 1 surfaces are 12.3 and 19.9 kcal/mol, respectively, whereas on the hydrogenated Si(100)-2 × 1 surface the energy barrier is 38.3 kcal/mol. The reaction of ammonia on the chlorinated surface is even more activated than on the bare Si(100)-2 × 1 surface, for which the activation barrier is 21.3 kcal/mol. Coadsorption effects in partially aminated surfaces and in the presence of reaction products increase activation-energy barriers and have a blocking effect for further reactions of NH3.

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Section: Introductionmentioning

confidence: 99%

On the Mechanism of Silicon Activation by Halogen Atoms

2011

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“…The C 1s signals therefore shied to a BE near that for the carboxyl (-COOH) group. [48][49][50] This shi indicates that the scission of the C-O bond began about 300 K, near the temperature for Pt clusters. 17 The C 1s signals for CH x (285.2-284.8 eV) increased concomitantly.…”

Section: The Activation Energy Of Decomposition Of Methanolmentioning

confidence: 89%

The decomposition of methanol on Au–Pt bimetallic clusters supported by a thin film of Al₂O₃/NiAl(100)

Liao

Wang

et al. 2014

RSC Adv.

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“…In the reaction between −NH 3 + terminated Si(100) and glycine, Kim et al found that the carboxyl group of glycine can react with the amine group on heating to above 50 °C. 55 The C termini of the A and B chains (Asp and Thr, respectively) of insulin could electrostatically attach to or react with the −NH 3 + -terminated surface, with the A chain being the more likely candidate, as most of the positive charges are found within the insulin B chain. It is conceivable that this localized attraction already plays a role at room temperature, which would explain why the APTMS chains reorient, as shown by the change in the SF spectrum of their residual methoxy groups.…”

Section: ■ Discussionmentioning

confidence: 99%

“…At higher temperatures, binding between positively charged −NH 3 + and negatively charged side chains becomes possible. In the reaction between −NH 3 + terminated Si(100) and glycine, Kim et al found that the carboxyl group of glycine can react with the amine group on heating to above 50 °C . The C termini of the A and B chains (Asp and Thr, respectively) of insulin could electrostatically attach to or react with the −NH 3 + -terminated surface, with the A chain being the more likely candidate, as most of the positive charges are found within the insulin B chain.…”

Section: Discussionmentioning

confidence: 99%

Stabilization of Insulin by Adsorption on a Hydrophobic Silane Self-Assembled Monolayer

et al. 2015

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The interaction between many proteins and hydrophobic functionalized surfaces is known to induce β-sheet and amyloid fibril formation. In particular, insulin has served as a model peptide to understand such fibrillation, but the early stages of insulin misfolding and the influence of the surface have not been followed in detail under the acidic conditions relevant to the synthesis and purification of insulin. Here we compare the adsorption of human insulin on a hydrophobic (-CH3-terminated) silane self-assembled monolayer to a hydrophilic (-NH3(+)-terminated) layer. We monitor the secondary structure of insulin with Fourier transform infrared attenuated total reflection and side-chain orientation with sum frequency spectroscopy. Adsorbed insulin retains a close-to-native secondary structure on both hydrophobic and hydrophilic surfaces for extended periods at room temperature and converts to a β-sheet-rich structure only at elevated temperature. We propose that the known acid stabilization of human insulin and the protection of the aggregation-prone hydrophobic domains on the insulin monomer by adsorption on the hydrophobic surface work together to inhibit fibril formation at room temperature.

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Biological functionalization of the amine-terminated Si(100) surface by glycine

Cited by 7 publications

References 26 publications

On the Mechanism of Silicon Activation by Halogen Atoms

On the Mechanism of Silicon Activation by Halogen Atoms

The decomposition of methanol on Au–Pt bimetallic clusters supported by a thin film of Al₂O₃/NiAl(100)

Stabilization of Insulin by Adsorption on a Hydrophobic Silane Self-Assembled Monolayer

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Biological functionalization of the amine-terminated Si(100) surface by glycine

Cited by 7 publications

References 26 publications

On the Mechanism of Silicon Activation by Halogen Atoms

On the Mechanism of Silicon Activation by Halogen Atoms

The decomposition of methanol on Au–Pt bimetallic clusters supported by a thin film of Al2O3/NiAl(100)

Stabilization of Insulin by Adsorption on a Hydrophobic Silane Self-Assembled Monolayer

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The decomposition of methanol on Au–Pt bimetallic clusters supported by a thin film of Al₂O₃/NiAl(100)