Packing Biomolecules into Sierpiński Triangles with Global Organizational Chirality

Li, Chao; Li, Ruoning; Xu, Zhen; Li, Jie; Zhang, Xue; Li, Na; Zhang, Yajie; Shen, Zebang; Tang, Hao; Wang, Yongfeng

doi:10.1021/jacs.1c05949

Cited by 25 publications

(28 citation statements)

References 34 publications

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“…In the past decade, the construction of Sierpiński triangles (STs) on surfaces has attracted increasing attention due to their aperiodic but ordered structures that give them specific mechanical, optical, electronic, and magnetic properties. − Theoretical predictions have revealed that the combination of threefold and 120° V-shaped molecules with terminal interaction centers is the general prerequisite to create STs; , this is corroborated by a pioneering experimental study of Wu et al . Subsequently, a variety of molecular-based STs have been achieved on metal surfaces by noncovalent − (e.g., coordination bonds − and hydrogen bonds , ) and covalent bonding interactions. − More recently, an important development reported by Wang et al detailed the construction of ST-derived MONs on a Au(111) surface …”

Section: Introductionmentioning

confidence: 96%

Steering Metal–Organic Network Structures through Conformations and Configurations on Surfaces

Zhang

Kang

et al. 2021

ACS Nano

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Molecular adsorption conformations and arrangement configurations on surfaces are important structural aspects of surface stereochemistry, but their roles in steering the structures of metal–organic networks (MONs) remain vague and unexplored. In this study, we constructed MONs by the coordination self-assembly of isocyanides on Cu(111) and Ag(111) surfaces and demonstrated that the MON structures can be steered by surface stereochemistry, including the adsorption conformations of the isocyanide molecules and the arrangement configurations of the coordination nodes and subunits. The coordination self-assembly of 1,4-phenylene diisocyanobenzene afforded a honeycomb MON consisting of 3-fold (isocyano)3–Cu motifs on a Cu(111) surface. In contrast, geometrically different chevron-shaped 1,3-phenylene diisocyanobenzene (m-DICB) failed to generate a MON, which is ascribable to its standing conformation on the Cu(111) surface. However, m-DICB was adsorbed in a flat conformation on a Ag(111) surface, which has a larger lattice constant than a Cu(111) surface, and smoothly underwent coordination self-assembly to form a MON consisting of (isocyano)3–Ag motifs. Interestingly, only C3–Ag nodes with heterotactic configurations could grow into larger subunits; those subunits with heterotactic configurations further grew into Sierpiński triangle fractals (up to fourth order), while subunits with homotactic configurations afforded a triangular MON.

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Section: Introductionmentioning

confidence: 96%

Steering Metal–Organic Network Structures through Conformations and Configurations on Surfaces

Zhang

Kang

et al. 2021

ACS Nano

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“…14,15 For example, lowtemperature scanning tunneling microscopy was combined with the density functional theory (DFT) calculations to study packing biomolecules with the chiral Sierpinski triangle structure. 16 Lignin is an atypical plant macromolecule composed of aromatics. Gaining an insight into its 3D structure and formation is important for an efficient conversion of this renewable feedstock to resins, carbon fibers, commodity chemicals, and fuels.…”

Section: ■ Introductionmentioning

confidence: 99%

Stereo-Recognition of Hydrogen Bond and Its Implications for Lignin Biomimetic Synthesis

Zhu

Zhang

et al. 2022

Biomacromolecules

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The hydrogen bond (H-bond) is essential to stabilizing the three-dimensional biological structure such as protein, cellulose, and lignin, which are integral parts of animal and plant cells; thus, stereo-recognition of the H-bond is extremely attractive. Herein, a methodology combining the variable-temperature 1H NMR technique with the density functional theory was established to recognize the underlying H-bonding patterns in lignin diastereomers. This method successfully classified the intramolecular and intermolecular H-bonds with slope values varying between 50.2–201.5 and 221.9–655.4, respectively, from the natural logarithm of the hydroxyl proton chemical shift versus the inverse of the temperature plot. Moreover, this slope was found to be correlated with the interaction distance between the H-bond donor and acceptor. Finally, it was proposed that the stereo-preferential formation of the β-O-4 structure (erythro vs threo form) during lignin biomimetic synthesis was probably influenced by their intramolecular H-bonding patterns, thus making it easier to reach thermodynamic equilibrium.

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“…Surface chirality is an area of growing interest, due to its intriguing scientific significance and many potential applications, such as chiral sensors, circularly polarized light emission, enantioselective separation, crystallization, and catalysis. − In addition to the well-known molecular chirality, surface chirality can also arise from achiral molecules, as certain absorbed conformations induce chirality. , A less studied form of surface chirality is organizational chirality, which arises solely from the arrangement of the molecules on the surface . Therefore, both chiral , and achiral molecules ,− have been utilized to form organizational chiral structures. Current means to produce organizational chirality primarily rely on self-assembly, from simple and small organic molecules ,, to large aromatic ones. , The resulting chiral structures are restricted to those driven by the resulting intermolecular and molecule–surface interactions.…”

Section: Introductionmentioning

confidence: 99%

“…5,6 A less studied form of surface chirality is organizational chirality, which arises solely from the arrangement of the molecules on the surface. 7 Therefore, both chiral 8,9 and achiral molecules 7,10−14 have been utilized to form organizational chiral structures. Current means to produce organizational chirality primarily rely on selfassembly, from simple and small organic molecules 7,9,15 to large aromatic ones.…”

Section: ■ Introductionmentioning

confidence: 99%

Production of Organizational Chiral Structures by Design

et al. 2022

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Organizational chirality on surfaces has been of interest in chemistry and materials science due to its scientific importance as well as its potential applications. Current methods for producing organizational chiral structures on surfaces are primarily based upon the self-assembly of molecules. While powerful, the chiral structures are restricted to those dictated by surface reaction thermodynamics. This work introduces a method to create organizational chirality by design with nanometer precision. Using atomic force microscopy-based nanolithography, in conjunction with chosen surface chemistry, various chiral structures are produced with nanometer precision, from simple spirals and arrays of nanofeatures to complex and hierarchical chiral structures. The size, geometry, and organizational chirality is achieved in deterministic fashion, with high fidelity to the designs. The concept and methodology reported here provide researchers a new and generic means to carry out organizational chiral chemistry, with the intrinsic advantages of chiral structures by design. The results open new and promising applications including enantioselective catalysis, separation, and crystallization, as well as optical devices requiring specific polarized radiation and fabrication and recognition of chiral nanomaterials.

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Packing Biomolecules into Sierpiński Triangles with Global Organizational Chirality

Cited by 25 publications

References 34 publications

Steering Metal–Organic Network Structures through Conformations and Configurations on Surfaces

Steering Metal–Organic Network Structures through Conformations and Configurations on Surfaces

Stereo-Recognition of Hydrogen Bond and Its Implications for Lignin Biomimetic Synthesis

Production of Organizational Chiral Structures by Design

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