Aqueous Self‐Assembly of Purely Hydrophilic Block Copolymers into Giant Vesicles

Brosnan, Sarah M.; Schlaad, Helmut; Antonietti, Markus

doi:10.1002/anie.201502100

Cited by 73 publications

(91 citation statements)

References 30 publications

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“…Another feature of DHBCs that makes them interesting for biological applications is their greater permeability. Many polymer building blocks and BCP combinations still have to be investigated to achieve a similar level of understanding as compared to the more established amphiphilic BCPs . Another interesting area of research is the solvent‐induced self‐assembly of intrinsically porous BCP particles.…”

Section: Hierarchical Self‐assembly In Solutionmentioning

confidence: 99%

Self‐Assembly of Multiblock Copolymers

Qiang

Chakroun

Janoszka

et al. 2019

Israel Journal of Chemistry

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Block copolymers (BCPs) are a subclass of soft matter extensively used in materials science and nanomedicine. They consist of two or more incompatible segments and are prone to self‐assemble into nanostructures with a characteristic size of 10–100 nm. BCPs thus naturally address the structural dimension between molecular and colloidal scales. This review gives a brief overview of recent developments in BCP self‐assembly under various conditions. Special emphasis is put on linear BCPs with three or more sequentially linked blocks, i. e. ABC triblock terpolymers, ABAC tetrablock terpolymers, and so on. We discuss their microphase separation in bulk, in the confinement of nanoemulsion droplets, and their hierarchical self‐assembly to multicompartment nanostructures in selective solvents. Regarding applications, block copolymers are widely used in templating and drug delivery, but their inherent asymmetry is also particularly useful for the synthesis of Janus nanoparticles.

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Section: Hierarchical Self‐assembly In Solutionmentioning

confidence: 99%

Self‐Assembly of Multiblock Copolymers

Qiang

Chakroun

Janoszka

et al. 2019

Israel Journal of Chemistry

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“…This area represents a fertile ground for research, as it will provide fundamental understanding of the interactions between polypeptoids and immune systems, which is critical for the further development of polypeptoid biomaterials for in vivo applications. poly(E-N-benzyloxycarbonyl-L-lysine), [99] poly(g-benzyl-L-glutamate), [99] poly(g-tert-butyl-L-glutamate), [100] and poly(S-ethylsulfonyl-L-cystine)], [101] PNMG-b-poly(E-caprolactone), [102] PNMG-b-poly[2-(3-butenyl)-2-oxazoline], [57] PNMG-b-(Leu-Aib) n [(Leu-Aib) n : helical peptides], [103][104][105][106][107][108][109][110] PNMG-b-poly(L-lactide) (AB, A 2 B, A 3 B types), [111] dextran-b-PNMG, [112] PEG-b-PNMG, [42] and C n512-18 -PNMG lipopolymers. [113][114][115] Their solution aggregation behavior has been reviewed by Luxenhofer et al [30] and will not be repeated here.…”

Section: Immunogenicitymentioning

confidence: 99%

Polypeptoid polymers: Synthesis, characterization, and properties

et al. 2017

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Polypeptoids, a class of peptidomimetic polymers, have emerged at the forefront of macromolecular and supramolecular science and engineering as the technological relevance of these polymers continues to be demonstrated. The chemical and structural diversity of polypeptoids have enabled access to and adjustment of a variety of physicochemical and biological properties (eg, solubility, charge characteristics, chain conformation, HLB, thermal processability, degradability, cytotoxicity and immunogenicity). These attributes have made this synthetic polymer platform a potential candidate for various biomedical and biotechnological applications. This review will provide an overview of recent development in synthetic methods to access polypeptoid polymers with well-defined structures and highlight some of the fundamental physicochemical and biological properties of polypeptoids that are pertinent to the future development of functional materials based on polypeptoids. | I N TR ODU C TI ONPolypeptoids composed of N-substituted polyglycine backbones are structural mimics of polypeptides ( Figure 1). Because of N-substitution, polypeptoids lack stereogenic centers and hydrogen bonding interactions along the main chains, in sharp contrast to polypeptides.As a result, the global conformations of polypeptoids are strongly dependent on the N-substituent structures, giving rise to random coils or well-defined secondary structures [eg, polyproline I (PPI) helix [1][2][3][4][5][6] and R-sheets] [7][8][9][10][11][12] that are reminiscent of those of polypeptides. The polypeptoid backbone containing tertiary amide linkages is highly polar and hydrophilic. The physicochemical properties of polypeptoids can be tailored by the N-substituent structures, enabling control over the hydrophilicity and lipophilicity balance (HLB), charge characteristics, [13,14] backbone conformation, [1][2][3][4][5][6][7][8][9][10][11][12] solubility, [15][16][17][18][19][20] thermal and crystallization properties of the polypeptoids. [21][22][23][24] Without extensive hydrogen bonding, polypeptoids are thermally processable similar to conventional thermoplastics, [20][21][22][23][24] whereas polypeptides undergo thermal degradation before they can be melt-processed due to the extensive hydrogen bonding interactions. While polypeptoids exhibited enhanced proteolytic stability relative to peptides, [25,26] they can be oxidatively degraded under conditions that mimic tissue inflammation, [27] suggesting their potential in vivo uses as biodegradable materials.Recent advances in the controlled polymerization methods have enabled access to a suite of structurally well-defined polypeptoids with various N-substituent structures and molecular architectures, setting the stage for the future development of polypeptoid materials for various targeted applications. Several review articles on the synthesis, properties, and application of polypeptoids for biomedical or nonbiomedical uses have been published in recent years. [28][29][30][31][32] As a result, this...

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“…On the other hand self-assembly of pure DHBC in water without external triggers is possible as shown by several researchers, e.g. giant vesicles of pullulan-b-poly(ethylene oxide) (Pull-b-PEO), 20 vesicles from Pull-b-poly(N-ethylacrylamide), 21 particles from poly(2-ethyl-2-oxazoline)-b-poly(N-vinylpyrrolidone) (PEtOx-b-PVP), 22 micelles from poly(2-hydroxyethyl methacrylate)-b-poly(2-O-(N-acetyl-β-D-glucosamine)ethyl methacrylate) 23 or lyotropic mesophases from PEO-b-poly(2-methyl-2-oxazoline). 24 Certainly, depending on the choice of the blocks DHBCs might feature significant biocompatibility.…”

Section: Introductionmentioning

confidence: 99%

“…31,32 In the case of DHBC-based systems crosslinking has been performed with self-assemblies from PEO-b-poly(N-vinylpyrrolidone) (PEO-b-PVP) 33 and PEO-b-PEtOx. 34 A bio-derived building block that has proven to be useful in DHBC self-assembly so far is Pull, 20,21 which is a linear nonionic poly(saccharide) consisting of α-1,6-linked maltotriose units. 35 It entails significant biodegradability, 35 biocompatibility 36 and can be end functionalized easily.…”

Section: Introductionmentioning

confidence: 99%

“…35 It entails significant biodegradability, 35 biocompatibility 36 and can be end functionalized easily. 20,37 A combination with the likewise biocompatible PVP 38 seems to be an efficient combination with respect to future application in biomedical science. In such a way a novel DHBC is generated that can be investigated regarding self-assembly processes in water (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Pure hydrophilic block copolymer vesicles with redox- and pH-cleavable crosslinks

Willersinn

Schmidt

2018

Polym. Chem.

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The self-assembly of a novel double hydrophilic block copolymer consisting of biocompatible blocks, namely pullulan-b-poly(N-vinylpyrrolidone), is presented. Completely hydrophilic spherical structures with an average apparent radius of 800 nm at increased concentrations in water are observed via dynamic light scattering as well as cryo scanning electron microscopy and confocal laser scanning microscopy techniques. Moreover, the pullulan block is converted to present aldehyde groups acting as anchor point for crosslinker attachments. It is demonstrated, that the oxidized self-assembled particles could be crosslinked via the bifunctional crosslinker cystamine forming dynamic covalent imine linkages with aldehyde groups. The afforded vesicles with an average diameter of 700 nm are stable upon high dilution and could be observed via cryo scanning electron microscopy and transmission electron microscopy. Furthermore, it is possible to cleave the crosslinking bonds with the treatment of acid or the application of a reducing agent. The responsivity is a key feature taking future applications in the biomedical sector into account.

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Aqueous Self‐Assembly of Purely Hydrophilic Block Copolymers into Giant Vesicles

Cited by 73 publications

References 30 publications

Self‐Assembly of Multiblock Copolymers

Self‐Assembly of Multiblock Copolymers

Polypeptoid polymers: Synthesis, characterization, and properties

Pure hydrophilic block copolymer vesicles with redox- and pH-cleavable crosslinks

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