Selective Chiral Recognition between Amino Acids and Growing Gypsum Crystals

Gao, Jing; Li, Haibin; Sun, Zhiheng; Song, Jianwei; Liu, Yue; Jin, Chao; Zhang, Zhisen; Ma, Jun-An; Jiang, Wenge

doi:10.1021/acs.langmuir.3c01429

Cited by 3 publications

(2 citation statements)

References 55 publications

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“…Chirality (handedness) is universal in nature, even in the cosmos across a very large-scale range and plays an important role in the scientific community and the human body. − Chiral molecules have two enantiomeric forms that usually exhibit the same chemical properties but have different biological properties because of the inherent chirality of biological systems. − Many essential biochemicals, such as natural amino acids (except glycine) and simple sugars, are chiral and exist in only one isomeric (mirror) form. Other than organic molecule-based systems, − chiral inorganic nanostructures have attracted extensive interest recently. − Chiral surfaces, clusters, and low-dimensional nanomaterials have been obtained via various strategies and their chiral features have been studied using powerful techniques. ,− Previous studies proved that the enantiomers of chiral molecules exhibit similar physical or chemical properties but may exhibit different physiological functions and even generate opposite physiological toxicity. − Therefore, reliable and effective methods for chiral discrimination and quantification of enantiomers are very helpful for understanding the chiral asymmetric interactions on their physicochemical properties, especially in interfacial science applications. ,− …”

Section: Introductionmentioning

confidence: 99%

Chiral Effect on the Electrochemistry of Magnetic Ferrite Colloidal Nanocrystal Assembly Modified by Amino Acids

Chen,

Pang,

Yang

et al. 2024

Langmuir

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Chirality on the molecular or nanometer scale is particularly significant in chemistry, materials science, and biomedicine. Chiral electrochemical reactions on solid surfaces are currently a hot research topic. Herein, a chiral solid surface is constructed in aqueous solutions by mixing chiral molecules, D-and L-glutamic, with γ-Fe 2 O 3 and Fe 3 O 4 nanoparticles (NPs) and MnFe 2 O 4 colloidal nanocrystal assembly (CNA). Cyclic voltammetry and differential pulse voltammetry measurements are conducted in a phosphate buffer solution (PBS) containing ascorbic acid (AA) or isoascorbic acid (IAA), and a chiral effect appears on the electroreduction of ferric ions of amino acidmodified magnetic samples. A negative or positive potential shift is observed, respectively, for magnetic structures modified by L-and D-glutamic acid in aqueous AA electrolyte, while the opposite is observed for these samples in IAA electrolyte. The reduction peak current increases by 0.8−1.2 times for the electrodes modified with L-and D-glutamate molecules, improving the electron transport efficiency. The chiral effect is absent when the electrolytes contain achiral uric acid or dopamine, or even chiral L-/D-/LD-tartaric acid. The chiral recognition between D-/L-glutamic acid and AA/IAA at the electrochemical interface is suggested to be related to their spinal configurations. These observations will be helpful for the rational design of inorganic functional chiral micro/nanostructures.

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Section: Introductionmentioning

confidence: 99%

Chiral Effect on the Electrochemistry of Magnetic Ferrite Colloidal Nanocrystal Assembly Modified by Amino Acids

Chen,

Pang,

Yang

et al. 2024

Langmuir

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“…For instance, dynamic growth steps of brushite and calcite have been shown to selectively bind with chiral isomers of amino acids, leading to the formation of biominerals with distinct chiral characteristics. − In our previous work, we found that chiral selections of amino acids with different functional groups on dynamic growing gypsum steps are distinct. These differences in chiral recognition are attributed to the different stereochemical matching between chiral amino acids and the dynamic steps of growing gypsum . However, how the side chains of chiral amino acids regulate the stereochemical matching between amino acids and crystals is still unknown.…”

Section: Introductionmentioning

confidence: 99%

Selective Chiral Interactions between Hydrophilic/Hydrophobic Amino Acids and Growing Gypsum Crystals

Sun,

Li,

Gao

et al. 2024

Langmuir

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In nature, selective interactions between chiral amino acids and crystals are important for the formation of chiral biominerals and provide insight into the mysterious origin of homochirality. Here, we show that chiral amino acids with different hydrophilicities/ hydrophobicities exhibit different chiral selectivity preferences in the dynamically growing gypsum [001] steps. Hydrophilic amino acids show a chiral selectivity preference for their D-isomers, whereas hydrophobic amino acids prefer their L-isomers. These differences in chiral recognition can be attributed to the different stereochemical matching between the hydrophilic and hydrophobic amino acids on the [001] steps of growing gypsum. These different chiral selectivities resulting from the amino acid hydrophilicity/hydrophobicity are confirmed by the experimental crystallization investigations from nano regulation on dynamic steps, to microscopic modification of gypsum morphology, and to macroscopic precipitation. Furthermore, as the hydrophilicity of amino acids increases, the disparity in chiral selection rises; conversely, the increase in the hydrophobicity of amino acids results in a decline in chiral selection. These insights improve our understanding of the interaction mechanism between amino acids and crystals and provide insights into the formation process of chiral biominerals and the origin of homochirality in nature.

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Chiral gypsum with high‐performance mechanical properties induced by self‐assembly of chiral amino acid on an amorphous mineral

Li,

Sun,

Liu

et al. 2024

SmartMat

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Functional chiral suprastructures are common in biology, including in biomineralization, and they are frequently found in many hardened structures of both marine and terrestrial invertebrates, and even in pathologic human otoconia of the inner ear. However, the biological processes by which they form remain unclear. Here, we show that chiral hierarchical suprastructures of calcium sulfate dihydrate (gypsum) can be induced by the chiral Aspartic acid (Asp). Left‐handed (clockwise) morphology of gypsum is induced by the d‐enantiomer of Asp, while right‐handed (counterclockwise) morphology is induced by the l‐enantiomer. A layer‐by‐layer, oriented inclination mineral growth model controlled by continuous self‐assembly of chiral Asp enantiomers on an amorphous calcium sulfate mineral surface of gypsum platelet layers is postulated to produce these chiral architectures. This hybrid amorphous‐crystallized chiral and hierarchical suprastructure of gypsum displays outstanding mechanical properties, including high‐performance strength and toughness. Furthermore, the induction of chiral gypsum suprastructures can be more generally extended from specific acidic amino acids to other (nonamino acid) molecules. These findings contribute to our understanding of the molecular mechanisms by which biomineral‐associated enantiomers exert structural control over chiral architectures commonly seen in biominerals and in biomimetically synthesized functional materials.

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Selective Chiral Recognition between Amino Acids and Growing Gypsum Crystals

Cited by 3 publications

References 55 publications

Chiral Effect on the Electrochemistry of Magnetic Ferrite Colloidal Nanocrystal Assembly Modified by Amino Acids

Chiral Effect on the Electrochemistry of Magnetic Ferrite Colloidal Nanocrystal Assembly Modified by Amino Acids

Selective Chiral Interactions between Hydrophilic/Hydrophobic Amino Acids and Growing Gypsum Crystals

Chiral gypsum with high‐performance mechanical properties induced by self‐assembly of chiral amino acid on an amorphous mineral

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