Biocompatible Functionalization of Polymersome Surfaces: A New Approach to Surface Immobilization and Cell Targeting Using Polymersomes

Egli, Stefan; Nussbaumer, Martin G.; Balasubramanian, Vimalkumar; Chami, Mohamed; Bruns, Nico; Palivan, Cornelia G.

doi:10.1021/ja110275f

Cited by 182 publications

(208 citation statements)

References 56 publications

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“…Succinimidyl ester Amide PDMS-b-PMOXA [43] Alexa Fluor 633 succinimidyl ester [43] Aldehyde Amine Imine PCL-b-PEG, PLA-b-PEG and PI-b-PEG [19] Aminated glass surface [19] 4-Formyl benzoic amide 6-Hydrazinonicotinic amide Bis-arylhydrazone PDMS-b-PMOXA [43] eYFP, anti-biotin-IgG, trastuzumab [43] Enhanced green fluorescent protein (eGFP), enhanced yellow fluorescent protein (eYFP), horseradish peroxidase (HRP), immunoglobulin G (IgG), poly(butadiene) (PBD), poly(caprolactone) (PCL), poly(dimethylsiloxane) (PDMS), poly(ethylethylene) (PEE), poly(ethylene glycol) (PEG), poly(ether imide) (PEI), poly(l-isocyanoalanine(2-thiophen-3-yl-ethyl)amide) (PIAT), poly(isoprene) (PI), poly(lactide) (PLA), poly(γ-methyl-ε-caprolactone) (PMCL), poly(2-methyl-2-oxazoline) (PMOXA), polystyrene (PS), red fluorescent protein (RFP).…”

Section: Aminementioning

confidence: 99%

“…The attachment of succinimidyl ester-activated Alexa Fluor 633 to polymersomes consisting of PDMS-b-PMOXA diblock copolymers comprising hydroxyl and amino end groups has been investigated very recently by Egli et al [43]. The number of fluorophores per vesicle was controlled by adjusting the ratio of amine-terminated-to hydroxyl-terminated block copolymers and was measured by FCS.…”

Section: Aminementioning

confidence: 99%

“…Because this conjugation reaction is carried out under mild conditions in aqueous buffer, without any additional catalyzing agents (e.g., in contrast to the copper catalyzed azide-alkyne click reaction), the resulting conjugates are applicable for pharmaceutical and therapeutic purposes. Recently, Egli et al used this conjugation strategy to form covalent and stable polymersome-protein (enhanced yellow fluorescent protein, eYFP) and polymersome-antibody conjugates [43]. Polymersomes consisting of PDMS-b-PMOXA diblock copolymers comprising either hydroxyl or amino end groups were functionalized with an excess of succinimidyl ester-activated 4-formyl benzoic acid (S-4FB).…”

Section: Aminementioning

confidence: 99%

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Functionalization of Block Copolymer Vesicle Surfaces

et al. 2011

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Abstract:In dilute aqueous solutions certain amphiphilic block copolymers self-assemble into vesicles that enclose a small pool of water with a membrane. Such polymersomes have promising applications ranging from targeted drug-delivery devices, to biosensors, and nanoreactors. Interactions between block copolymer membranes and their surroundings are important factors that determine their potential biomedical applications. Such interactions are influenced predominantly by the membrane surface. We review methods to functionalize block copolymer vesicle surfaces by chemical means with ligands such as antibodies, adhesion moieties, enzymes, carbohydrates and fluorophores. Furthermore, surface-functionalization can be achieved by self-assembly of polymers that carry ligands at their chain ends or in their hydrophilic blocks. While this review focuses on the strategies to functionalize vesicle surfaces, the applications realized by, and envisioned for, such functional polymersomes are also highlighted.

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Section: Aminementioning

confidence: 99%

Section: Aminementioning

confidence: 99%

Section: Aminementioning

confidence: 99%

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Functionalization of Block Copolymer Vesicle Surfaces

et al. 2011

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“…Due to these limitations, amphiphilic block copolymers have been used as lipid mimics to form polymer vesicles, or polymersomes. Within this context, polymersomes are advantageous in the development of biomimetic cell systems due to their increased stability 3 , chemical versatility 4,5 and modifiable physical traits [6][7][8] .…”

Section: Introductionmentioning

confidence: 99%

Forming Giant-sized Polymersomes Using Gel-assisted Rehydration

Greene

Sasaki

Bachand

2016

JoVE

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Polymer vesicles, or polymersomes, are being widely explored as synthetic analogs of lipid vesicles based on their stability, robustness, barrier properties, chemical versatility and tunable physical characteristics. Typical methods used to prepare giant-sized (> 4 µm) vesicles, however, are both time and labor intensive, yielding low numbers of intact polymersomes. Here, we present for the first time the use of gel-assisted rehydration for the rapid and high-yielding formation of giant (>4 µm) polymer vesicles (polymersomes). Using this method, polymersomes can be formed from a wide array of rehydration solutions including several different physiologically-compatible buffers and full cell culture media, making them readily useful for biomimicry studies. This technique is also capable of reliably producing polymersomes from different polymer compositions with far better yields and much less difficulty than traditional methods. Polymersome size is readily tunable by altering temperature during rehydration or adding membrane fluidizers to the polymer membrane, generating giant-sized polymersomes (>100 µm).

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“…[9] Meier and co-workers demonstrated efficient and selective functionalization of 4-formylbenzoate-functionalized poly-mersomes with antibodies containing 6-hydrazinonicotinate acetone hydrazine moieties. [10] Other common approaches include carbodiimide coupling, aldehyde/amine coupling, and thiol/maleimide coupling. [7b] However, many useful conjugation strategies require Ab modification, before surface functionalization, which not only increases the complexity, but also the cost of preparation.…”

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confidence: 99%

ImmunoPods: Polymer Shells with Native Antibody Cross‐Links

et al. 2011

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Recently, we described the discovery of a novel gold nano-particle (AuNP) catalyzed reaction, which allows one to make heavily cross-linked polymer shells on the surface of the NP. [1] With this reaction, the NP acts both as a scaffold and catalyst to facilitate the crosslinking of linear polymers with propargyl ether side chains. Specifically, it has been postulated that hydroxy groups, formed from the hydrolysis of the propargyl ethers, add to the alkynes adsorbed on the gold surface, leading to cross-linking of the polymer. [2] Importantly, the NP core can be subsequently removed to form hollow polymer nanopods. These structures, which are highly adaptable through choice of polymer and AuNP template, show promise for many applications, spanning molecular diagnostics, [3] drug delivery, [4] materials synthesis, and colloidal crystal design. [5] However, before they can be fully utilized, methods for functionalizing them with bioactive structures must be developed. In this regard, we have devised methods for making nanopods from oligonucleotides with modified bases to generate polyvalent oligonucleotide nanostructures, which now constitute an entire class of single-entity intracellular gene regulation agents. [6] Herein, we address the challenge of creating nanopods functionalized with antibodies (Abs) by creating a class of materials, termed immunopods (IPs), structures that can be made from Abs and the appropriate linear polymers with propragyl ether side chains in a one-pot fashion, and then explore their ability to selectively target cells. IPs are important entries in the class of structures that can be made by gold-particle surface-templated and catalyzed approaches since they can enable a wide variety of pharmaceutical studies and potential applications.Given the broad utility of Ab-NP conjugates, many strategies to attach an Ab to surfaces have been developed. These strategies largely fall into two categories: specific and nonspecific. [7] In nonspecific attachment methods, van der Waals or electrostatic interactions are typically utilized. However, successful in vivo application often requires structures that do not nonspecifically bind to cells, making surfaces composed of [**] C.A.M. acknowledges the

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Biocompatible Functionalization of Polymersome Surfaces: A New Approach to Surface Immobilization and Cell Targeting Using Polymersomes

Cited by 182 publications

References 56 publications

Functionalization of Block Copolymer Vesicle Surfaces

Functionalization of Block Copolymer Vesicle Surfaces

Forming Giant-sized Polymersomes Using Gel-assisted Rehydration

ImmunoPods: Polymer Shells with Native Antibody Cross‐Links

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