Negatively Charged Lipid Membranes Catalyze Supramolecular Hydrogel Formation

Versluis, Frank; Elsland, Daphne M. van; Mytnyk, Serhii; Perrier, Dayinta L.; Trausel, Fanny; Poolman, Jos M.; Maity, Chandan; Sage, Vincent A. A. le; Kasteren, Sander I. van; Esch, Jan H. van; Eelkema, Rienk

doi:10.1021/jacs.6b03853

Cited by 34 publications

(24 citation statements)

References 31 publications

(41 reference statements)

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“…We found that the resulting hybrid gel networks consist of coexisting homogeneous gel networks and giant liposomes with a diameter of circa 16 μm (Figure b, Figure S11, and Movie S1). The higher density of fibers in the areas of liposomes is caused by the local formation and self‐assembly of hydrazone gelators due to the local catalysis of the phospholipid bilayers, which has been investigated in a previous study . After the construction of such tissue‐like structures, we further investigated the mechanical properties (Figure S11) of the resulting hybrid gels by recording the evolution of differential modulus K ′ against the applied stress σ .…”

Section: Figuresupporting

confidence: 88%

“…The higher density of fibers in the areas of liposomes is caused by the local formation and self-assembly of hydrazone gelators due to the local catalysis of the phospholipid bilayers, which has been investigated in a previous study. [18] After the construction of such tissue-like structures, we further investigated the mechanical properties ( Figure S11) of the resulting hybrid gels by recording the evolution of differential modulus K' against the applied stress s. We found that these hybrid gels showed a similar strain-stiffening behavior as the preceding pure gels (Figure 4 c). All the curves in the stiffening regimes collapsed to a single master curve with a characteristic exponent of 1.0.…”

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confidence: 91%

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Biomimetic Strain‐Stiffening Self‐Assembled Hydrogels

Wang

Lovrak

et al. 2020

Angew Chem Int Ed

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Supramolecular structures with strain‐stiffening properties are ubiquitous in nature but remain rare in the lab. Herein, we report on strain‐stiffening supramolecular hydrogels that are entirely produced through the self‐assembly of synthetic molecular gelators. The involved gelators self‐assemble into semi‐flexible fibers, which thereby crosslink into hydrogels. Interestingly, these hydrogels are capable of stiffening in response to applied stress, resembling biological intermediate filaments system. Furthermore, strain‐stiffening hydrogel networks embedded with liposomes are constructed through orthogonal self‐assembly of gelators and phospholipids, mimicking biological tissues in both architecture and mechanical properties. This work furthers the development of biomimetic soft materials with mechanical responsiveness and presents potentially enticing applications in diverse fields, such as tissue engineering, artificial life, and strain sensors.

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Section: Figuresupporting

confidence: 88%

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confidence: 91%

Biomimetic Strain‐Stiffening Self‐Assembled Hydrogels

Wang

Lovrak

et al. 2020

Angew Chem Int Ed

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“…2a) 25, 26 . Aldehyde 4 (0.5 mM) reacts with hydrazide 3 (0.1 mM) to form hydrazone 5 in a buffered medium (100 mM phosphate buffer pH 7.4) with 20% dimethylformamide (DMF) (Fig.…”

Section: Resultsmentioning

confidence: 99%

Chemical signal activation of an organocatalyst enables control over soft material formation

et al. 2017

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Cells can react to their environment by changing the activity of enzymes in response to specific chemical signals. Artificial catalysts capable of being activated by chemical signals are rare, but of interest for creating autonomously responsive materials. We present an organocatalyst that is activated by a chemical signal, enabling temporal control over reaction rates and the formation of materials. Using self-immolative chemistry, we design a deactivated aniline organocatalyst that is activated by the chemical signal hydrogen peroxide and catalyses hydrazone formation. Upon activation of the catalyst, the rate of hydrazone formation increases 10-fold almost instantly. The responsive organocatalyst enables temporal control over the formation of gels featuring hydrazone bonds. The generic design should enable the use of a large range of triggers and organocatalysts, and appears a promising method for the introduction of signal response in materials, constituting a first step towards achieving communication between artificial chemical systems.

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“…Cell membranes carry out many functions, and they even promote formation of supramolecular hydrogels, as elegantly illustrated be Eelkema et al 37 They developed two precursors, 27 and 28 , which formed the hydrogelator 29 in aqueous media at pH 7.0 (Fig. 13).…”

Section: Cell Membrane Related In-situ Assemblies Of Small Moleculesmentioning

confidence: 99%

Bioinspired assembly of small molecules in cell milieu

2017

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Self-assembly, the autonomous organization of components to form patterns or structures, is a prevalent process in nature at all scales. Particularly, biological systems offer remarkable examples of diverse structures (as well as building blocks) and processes resulting from self-assembly. The exploration of bioinspired assemblies not only allows for mimicking the structures of living systems, but it also leads to functions for applications in different fields that benefit humans. In the last several decades, efforts on understanding and controlling self-assembly of small molecules have produced a large library of candidates for developing the biomedical applications of assemblies of small molecules. Moreover, recent findings in biology have provided new insights on the assemblies of small molecules to modulate essential cellular processes (such as apoptosis). These observations indicate that the self-assembly of small molecules, as multifaceted entities and processes to interact with multiple proteins, can have profound biological impacts on cells. In this review, we illustrate that the generation of assemblies of small molecules in cell milieu with their interactions with multiple cellular proteins for regulating cellular processes can result in primary phenotypes, thus providing a fundamentally new molecular approach for controlling cell behavior. By discussing the correlation between molecular assemblies in nature and the assemblies of small molecules in cell milieu, illustrating the functions of the assemblies of small molecules, and summarizing some guiding principles, we hope this review will stimulate more molecular scientists to explore the bioinspired self-assembly of small molecules in cell milieu.

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Negatively Charged Lipid Membranes Catalyze Supramolecular Hydrogel Formation

Cited by 34 publications

References 31 publications

Biomimetic Strain‐Stiffening Self‐Assembled Hydrogels

Biomimetic Strain‐Stiffening Self‐Assembled Hydrogels

Chemical signal activation of an organocatalyst enables control over soft material formation

Bioinspired assembly of small molecules in cell milieu

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