Tuning the aqueous self-assembly of multistimuli-responsive polyanionic peptide nanorods

Gröning, Maximilian von; Feijter, Isja de; Stuart, Marc C. A.; Voets, Ilja K.; Besenius, Pol

doi:10.1039/c3tb00051f

Cited by 43 publications

(51 citation statements)

References 57 publications

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“…By electrostatic screening of the negative charges in the periphery of the supramolecular nanorods, the polymerisation becomes more favourable. 44,53 Similarly after lowering the pH from 7.4 to pH 5.0 the same transitions in the CD spectra are observed, which indicates the formation of supramolecular polymers. These findings suggest that at physiological pH the self-assembly of the polyanionic dendritic peptide 12 is dictated by a mechanism of frustrated growth: attractive supramolecular interactions, hydrogen-bonding and hydrophobic effects, that drive the monomers to polymerise are opposed by repulsive Coulomb interactions which disfavour self-assembly.…”

Section: Spectroscopic Investigations Into the Ph And Ionic Strength supporting

confidence: 60%

“…Screening of the repulsive interactions in the anionic amphiphilic building blocks leads to a monomer-polymer transition at higher ionic strength, as expected based on our previous findings. 44 Note that ionic strength dependent lengths profiles have also been reported in worm-like micellar solutions of charged surfactants. [94][95][96][97][98] These results are therefore in full agreement with the detailed pH and ionic strength titrations probed via CD spectroscopy.…”

Section: Morphological Characterisation Of the Supramolecular Nanorodmentioning

confidence: 92%

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Tuning the pH-triggered self-assembly of dendritic peptide amphiphiles using fluorinated side chains

et al. 2015

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We report the synthesis of a series of anionic dendritic peptide amphiphiles of increasing hydrophobic character. By establishing state diagrams we describe their pH and ionic strength triggered self-assembly into supramolecular nanorods in water and highlight the impact of hydrophobic shielding in the supramolecular polymerisation process. Via the incorporation of fluorinated peptide side chains the pH-triggered monomer to polymer transition at physiological ionic strength is shifted from pH 5.0 to pH 7.4. We thereby show that compensating attractive non-covalent interactions and hydrophobic effects with repulsive electrostatic forces, a concept we refer to as frustrated growth, is a sensitive tool in order to manipulate one-dimensional supramolecular polymerisation processes in water.

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Section: Spectroscopic Investigations Into the Ph And Ionic Strength supporting

confidence: 60%

Section: Morphological Characterisation Of the Supramolecular Nanorodmentioning

confidence: 92%

Tuning the pH-triggered self-assembly of dendritic peptide amphiphiles using fluorinated side chains

et al. 2015

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“…Similar shifts of the apparent pK a value of up to three units had previously been observed in the supramolecular homopolymerization of amphiphilic dendritic carboxylic acids, which were attributed to be driven by the aggregation process. [292][293][294] Note that the group of Hud has developed a similar approach and obtained ultrasensitive and bidirectional pH-responsive supramolecular polymers and hydrogels. 295 The system was based on two monomers derived from nucleic acid base pairing mimics using a basic triaminopyrimidine and an acidic cyanuric acid derivative as recognition units.…”

mentioning

confidence: 99%

Controlling supramolecular polymerization through multicomponent self‐assembly

Besenius

2016

J. Polym. Sci. Part A: Polym. Chem.

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127

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The self-assembly into supramolecular polymers is a process driven by reversible non-covalent interactions between monomers, and gives access to materials applications incorporating mechanical, biological, optical or electronic functionalities. Compared to the achievements in precision polymer synthesis via living and controlled covalent polymerization processes, supramolecular chemists have only just learned how to developed strategies that allow similar control over polymer length, (co)monomer sequence and morphology (random, alternating or blocked ordering). This highlight article discusses the unique opportunities that arise when coassembling multicomponent supramolecular polymers, and focusses on four strategies in order to control the polymer architecture, size, stability and its stimuli-responsive properties: (1) endcapping of supramolecular polymers, (2) biomimetic templated polymerization, (3) controlled selectivity and reactivity in supramolecular copolymerization, and (4) living supramolecular polymerization. In contrast to the traditional focus on equilibrium systems, our emphasis is also on the manipulation of selfassembly kinetics of synthetic supramolecular systems. V C 2016

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“…Peptide-dendron conjugates 6-12 are hybrid materials in which synthetic chemistry provides complete control over macromolecular structure and chain folding can be regulated through self-assembly. A variety of morphologies have been observed from peptide-dendron hybrids that self-assemble due to backbone-backbone hydrogen bonding interactions.…”

Section: Introductionmentioning

confidence: 99%

“…A variety of morphologies have been observed from peptide-dendron hybrids that self-assemble due to backbone-backbone hydrogen bonding interactions. 6a,6b,12 It is possible to interconvert between some of these morphologies in response to external stimuli, 6b,12a,12b and to program their polymerization and depolymerization. 7d Functional supramolecular materials such as organogels, 7a,7b porous channel protein mimetics, 8-9 and switchable channels 7c illustrate the advantages of hybrid materials to address long-standing challenges in supramolecular materials.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Self-Assembly of Bundle-Forming α-Helical Peptide–Dendron Hybrids

et al. 2015

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Dendronized helix bundle assemblies combine the sequence diversity and folding properties of proteins with the tailored physical properties of dendrimers. Assembly of peptide-dendron hybrids into α-helical bundles encapsulates the helix bundle motif in a dendritic sheath that will allow the functional, protein-like domain to be transplanted to non-biological environments. A bioorthogonal graft-to synthetic strategy for preparing helix bundle-forming peptide-dendron hybrids is described herein for hybrids 1a, 1b, and 2. Titration experiments monitored by circular dichroism spectroscopy support our self-assembly model for how the peptide-dendron hybrids self-assemble into α-helical bundles with the dendrons on outside of the bundle.

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Tuning the aqueous self-assembly of multistimuli-responsive polyanionic peptide nanorods

Cited by 43 publications

References 57 publications

Tuning the pH-triggered self-assembly of dendritic peptide amphiphiles using fluorinated side chains

Tuning the pH-triggered self-assembly of dendritic peptide amphiphiles using fluorinated side chains

Controlling supramolecular polymerization through multicomponent self‐assembly

Synthesis and Self-Assembly of Bundle-Forming α-Helical Peptide–Dendron Hybrids

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