Molecular Dynamics Simulations on the Adhesion of DOPA to Self-assembled Monolayers†

doi:10.7503/cjcu20160913

Abstract

Abstract:

Mussels use a variety of 3,4-dihydroxy-phenylalanine(DOPA) rich proteins specifically tailored to adhering onto wet surfaces. To facilitate the development of next generation of aqueous adhesives, in this work, umbrella sampling and weighted histogram analysis method was used to calculate the binding free energy of DOPA on different self-assembled monolayers; steered molecular dynamics simulations were performed to study the desorption force of DOPA on them. Simulation results show that, the adhesion free energy of DOPA on the negatively charged COO^--SAM surface is larger than that on the positively charged N $H 3 +$ -SAM surface. DOPA is more easily adhered to the negative charged surfaces; on the charged surface, the higher adhesion free energy, indicated higher stability. Further analysis of the orientation distribution of DOPA on different surfaces reveals different interaction mechanisms between DOPA and different surfaces. It binds on the hydrophobic surface through benzene ring, while on the hydrophilic surface through hydroxyl. DOPA interacts with the negatively charged surface and the positively charged surface by amino and carboxyl groups, respectively. Comparison of desorption forces for DOPA on different self-assembled monolayers indicates that desorption forces on charged surfacesare greater than those on neutral surfaces, which is consistent with the trend of adhesion. Among the neutral SAMs, we also find that on the hydrophobic CH₃-SAM, the desorption force is the maximum, indicating stronger adhesion stability. With the increase of hydrophobicity, both desorption force and adhesion stability increases. This work helps to understand adhesion mechanism of mussel on different surfaces, and provide theoretical insights for developing new underwater adhesives.

Key words: 3, 4-Dihydroxyphenylalanine(DOPA), Self-assembled monolayers(SAMs), Adhesion, Molecular simulation, Molecular dynamics

CLC Number:

O647.4

TrendMD:

LI Yingtu, LI Libo, ZHOU Jian. Molecular Dynamics Simulations on the Adhesion of DOPA to Self-assembled Monolayers^†[J]. Chem. J. Chinese Universities, 2017, 38(5): 798.

Figures/Tables 7

Fig.1 Chemical structure of DOPA

Fig.2 Simulated potentials of mean force for single DOPA on CH3-SAM(A) and OH-SAM(B)

Fig.3 Simulated potentials of mean force for single DOPA on different surfaces(A) COOH-SAM; (B) COO--SAM; (C) NH2-SAM; (D) NH3+-SAM.

Fig.4 Statistics of H-bond distribution for single DOPA on different surfaces

Fig.5 Typical conformations of DOPA on different surfaces(A) CH3-SAM; (B) OH-SAM; (C) COOH-SAM; (D) COO--SAM; (E) NH2-SAM; (F) NH3+-SAM.

Fig.6 Orientation distribution for single DOPA on different surfaces

Fig.7 Time profiles of the external force applied DOPA on different surfacesPanel A: the force simulation data is shown in grey and smoothed to a black, red, blue and dark cyan line represent CH3-SAM, OH-SAM, COOH-SAM and NH2-SAM, respectively. Panel B: the force simulation data is shown in grey and smoothed to a red and blue line represent COO--SAM and NH3+-SAM, respectively.

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