A novel calix[4]arene-based dimeric-cholesteryl derivative: synthesis, gelation and unusual properties

Wu, Ying; Liu, Kaiqiang; Chen, Xiangli; Chen, Yongping; Zhang, Shaofei; Peng, Junxia; Fang, Yu

doi:10.1039/c4nj01517g

Cited by 23 publications

(10 citation statements)

References 65 publications

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“…The hydrogel was self-supporting and thermoreversible, with a Tgel of 107 • C. Thus, Tgel is higher than the boiling point of the solvent. This behaviour has been observed before in literature and can be ascribed to a remarkable stability of the 3D network [92][93][94][95]. The UV-Vis absorption spectrum of the gel showed the typical pyrene absorption band above 300 nm, but it was red-shifted, broader, and less structured when compared with the non-gelled sample (Figure 2a).…”

Section: Ph-triggered Gelationsupporting

confidence: 85%

Metal Cation Triggered Peptide Hydrogels and Their Application in Food Freshness Monitoring and Dye Adsorption

Fortunato

Míriam

2021

Gels

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Metal-ligand interactions have emerged as an important tool to trigger and modulate self-assembly, and to tune the properties of the final supramolecular materials. Herein, we report the metal-cation induced self-assembly of a pyrene–peptide conjugate to form hydrogels. The peptide has been rationally designed to favor the formation of β-sheet 1D assemblies and metal coordination through the Glu side chains. We studied in detail the self-assembly process in the presence of H+, Li+, Na+, K+, Ca2+, Ni2+, Cu2+, Zn2+, Cd2+, Co2+, Fe3+, and Cr3+ and found that the morphology and mechanical properties of the hydrogels are ion-dependent. Moreover, thanks to the presence of the metal, new applications could be explored. Cu2+ metallogels could be used for amine sensing and meat freshness monitoring, while Zn2+ metallogels showed good selectivity for cationic dye adsorption and separation.

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Section: Ph-triggered Gelationsupporting

confidence: 85%

Metal Cation Triggered Peptide Hydrogels and Their Application in Food Freshness Monitoring and Dye Adsorption

Fortunato

Míriam

2021

Gels

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“…Benzene-based gel had the largest G ′ and τ y values, which means that the stiffness is greater than for the other gels. All of these observations demonstrate that the nature of the solvent has a significant influence on the mechanical properties of the corresponding gel Figure S5.…”

Section: Resultsmentioning

confidence: 80%

Combined Experimental and Computational Study of the Gelation of Cyclohexane-Based Bis(acyl-semicarbazides) and the Multi-Stimuli-Responsive Properties of Their Gels

Baddi¹,

Madugula²,

Sarma

et al. 2016

Langmuir

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The current study reports the one-step synthesis and gelation properties of cyclohexane-based bis(acyl-semicarbazide) gelators with an additional -NH group incorporated into urea moieties and carrying hydrophobic chains of varying length (C8-C18). The gels exhibited thermoreversibility and could be tuned in the presence of anions at different concentrations in addition their the ultrasound-responsive nature, thus making them multi-stimuli-responsive. The combined experimental and computational study on these gels reveals that the balance between two noncovalent interactions, viz., hydrogen bonding between the amide groups in acyl-semicarbazide moieties and van der Waals forces between long hydrocarbon tails, is found to be the determining factor in the process of organogelation. A systematic increase in alkyl chain length leads to equilibrium between these two types of noncovalent forces that is manifested in the spectral and thermal properties of the gels. The H-bonding interactions dominated up to a certain chain length, and further increases in the alkyl chain length led to increased van der Waals interactions as observed by IR, XRD, and thermal studies. Computational calculations were carried out on dimer structures of C8-C18 to understand the variation in noncovalent forces responsible for aggregate formation in the gel state as a function of the alkyl chain length. The results indicate that both intermolecular and intramolecular hydrogen bonding stabilize the aggregate structures. Supramolecular aggregation in the gel state led to the viscoelastic nature of the gels, and the addition of anions led to the disruption of self-assembly, which was studied by rheology.

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“…Fang et al. synthesised a calix[4]arene based dimeric cholesteryl derivative with the presence of naphthalene linker . Recently, Yang et al.…”

Section: Introductionmentioning

confidence: 94%

Mesomorphic Properties of Novel Supramolecular Calix[4]arene Schiff Base Ester Derivatives: Design and Biological Investigation

et al. 2017

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Two homologues series of liquid crystals based on calix[4]arene core have been prepared by the condensing of Schiff base derivatives of 4‐n‐alkoxy benzaldehyde and 4‐amino benzoic acid at the lower rim of tert‐butyl calix[4]arene. They have been designed to a correlation between the molecular structure and mesomorphism with reference to ‐CH=N‐ and ‐COO‐ linkage group. All these compounds were characterized by elemental analyses and spectroscopic techniques such as FTIR, 1H‐NMR, and 13C‐NMR. Mesomorphic behaviour of novel materials were studied by polarising optical microscope (POM), differential scanning calorimetry (DSC) and X‐ray diffraction measurements to confirm the presence of mesophase. Comp.C7‐I to C18‐I (Series‐1) and C4‐II to C18‐II (Series‐2) shows smectic and nematic mesophase enantiotropically manner. Comp.C3‐I, C7‐I, C6‐II, C7‐II, C12‐II subjected to in vitro antimicrobial screening against two gram ( +ve) bacteria ( S.aureus, S.Pyogenes), two gram (‐ve) bacteria (E.coli, P.aeruginosa) and three fungal strains (C.albicans, A.Niger, A.clavatus).

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A novel calix[4]arene-based dimeric-cholesteryl derivative: synthesis, gelation and unusual properties

Cited by 23 publications

References 65 publications

Metal Cation Triggered Peptide Hydrogels and Their Application in Food Freshness Monitoring and Dye Adsorption

Metal Cation Triggered Peptide Hydrogels and Their Application in Food Freshness Monitoring and Dye Adsorption

Combined Experimental and Computational Study of the Gelation of Cyclohexane-Based Bis(acyl-semicarbazides) and the Multi-Stimuli-Responsive Properties of Their Gels

Mesomorphic Properties of Novel Supramolecular Calix[4]arene Schiff Base Ester Derivatives: Design and Biological Investigation

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