Supramolecular switching of the self-assembly of cyclic peptide–polymer conjugates <i>via</i> host–guest chemistry

Song, Qiao; Yang, Jie; Rho, Julia Y.; Perrier, Sébastien

doi:10.1039/c9cc01914f

Cited by 36 publications

(35 citation statements)

References 47 publications

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“…These peptides have been used as building blocks to construct structure‐predictable nano‐objects based on tubular brush supramolecular polymers . Our previous work has focused on polymer conjugates based on water‐soluble homopolymers, such as poly(ethylene glycol), poly( N ‐acryloylmorpholine), and poly( N , N ‐dimethyl acrylamide) . It is anticipated that introducing both hydrophobic and hydrophilic homo‐polymers onto cyclic peptides could afford amphiphilic diblock copolymers and may result in more complicated self‐assembly nanostructures with the help of hydrophobic interactions.…”

Section: Methodsmentioning

confidence: 99%

Hierarchical Self‐Assembled Photo‐Responsive Tubisomes from a Cyclic Peptide‐Bridged Amphiphilic Block Copolymer

Yang

Song

et al. 2020

Angew Chem Int Ed

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Typically, the morphologies of the self-assembled nanostructures from block copolymers are limited to spherical micelles, wormlike micelles and vesicles. Now, a new generation of materials with unique shape and structures, cylindrical soft matter particles (tubisomes), are obtained from the hierarchical self-assembly of cyclic peptide-bridged amphiphilic diblock copolymers. The capacity of obtained photoresponsive tubisomes as potential drug carriers is evaluated. The supramolecular tubisomes pave an alternative way for fabricating polymeric tubular structures, and will expand the toolbox for the rational design of functional hierarchical nanostructures.

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Section: Methodsmentioning

confidence: 99%

Hierarchical Self‐Assembled Photo‐Responsive Tubisomes from a Cyclic Peptide‐Bridged Amphiphilic Block Copolymer

Yang

Song

et al. 2020

Angew Chem Int Ed

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“…Specifically, a tubular supramolecular polymer was disassembled when CB[7] was attached to the polyethylene glycol (PEG)‐modified cyclic peptide containing two Phe units, and this structure could be reversibly assembled upon addition of adamantanamine (Figure 3 a). [23] …”

Section: Amino Acids and Peptidesmentioning

confidence: 99%

“… a) CB[8]‐induced morphological regulation of cyclic peptide assembly [23] . b) Biomarker detection by CB[8]‐based multivalent peptide assembly [24] .…”

Section: Amino Acids and Peptidesmentioning

confidence: 99%

Cucurbituril‐Based Biomacromolecular Assemblies

Liu,

Zhang,

et al. 2020

Angew Chem Int Ed

131

154

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The construction of controlled biomacromolecular assemblies has become a thriving area of supramolecular chemistry. In this context, cucurbiturils (CBs), a class of macrocyclic receptors having robust skeletons, hydrophobic cavities, and carbonyl‐laced portals, have been drawn into the limelight because of their advantageous molecular recognition characteristics with a variety of biomacromolecules, including peptides, nucleic acids, and proteins. In this minireview, we focus on the impressive advances in CB‐based biomacromolecular assemblies, such as in biosensors and assays, the regulation of biochemical reactions, and the treatment of serious diseases. CB‐promoted subcellular bioimaging has also been demonstrated in different organelles. The case studies presented herein demonstrate the numerous applications, from fundamental research to translational applications, of diverse CB‐based supra/biomacromolecular architectures.

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“…Self-assembling peptides are critical to the design of new materials for medical and biological applications (Abbas et al, 2017;Li et al, 2017;Zou et al, 2017;Otter and Besenius, 2019). Self-assembling cyclic peptide nanotubes (SCPNs) are tubular supramolecular aggregates obtained by stacking flat cyclic peptides (Bong et al, 2001;Rodriguez-Vazquez et al, 2017;Silk et al, 2019;Song et al, 2019). One of their key features is precise control of their internal diameter; the properties of their outer surface can also be tuned via the constituent amino acids (Chapman et al, 2012;Lamas et al, 2018;Mendez-Ardoy et al, 2018;Shaikh et al, 2018).…”

Section: Introductionmentioning

confidence: 99%

Cyclic γ-Peptides With Transmembrane Water Channel Properties

Chen

et al. 2020

Front. Chem.

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Self-assembling peptides can be used to design new materials for medical and biological applications. Here we synthesized and characterized two novel cyclic γ-peptides (γ-CPs) with hydrophobic inner surfaces. The NMR and FT-IR studies confirmed that the CPs could self-assemble into parallel stacking structures via intermolecular H-bonds and π-π interactions. The morphologies of the self-assembly CPs showed bundles of nanotubes via transmission electron microscopy (TEM); these nanotubes form water channels to transport water across the lipid membrane. The properties of blocking the transport of protons like natural water channels showed that the hydrophobic inner surfaces are important in artificial transmembrane water channel designs. These studies also showed that water transport was a function of pore size and length of the assemblies.

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Supramolecular switching of the self-assembly of cyclic peptide–polymer conjugates via host–guest chemistry

Abstract: A supramolecular strategy of switching the self-assembly of cyclic peptide–polymer conjugates using host–guest chemistry is proposed.

Cited by 36 publications

References 47 publications

Hierarchical Self‐Assembled Photo‐Responsive Tubisomes from a Cyclic Peptide‐Bridged Amphiphilic Block Copolymer

Hierarchical Self‐Assembled Photo‐Responsive Tubisomes from a Cyclic Peptide‐Bridged Amphiphilic Block Copolymer

Cucurbituril‐Based Biomacromolecular Assemblies

Cyclic γ-Peptides With Transmembrane Water Channel Properties

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