Bottlebrush Glycopolymers from 2-Oxazolines and Acrylamides for Targeting Dendritic Cell-Specific Intercellular Adhesion Molecule-3-Grabbing Nonintegrin and Mannose-Binding Lectin

Beyer, Valentin P.; Monaco, Alessandra; Napier, Richard; Yilmaz, Gökhan; Becer, C. Remzi

doi:10.1021/acs.biomac.0c00246

Cited by 27 publications

(25 citation statements)

References 75 publications

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“…DHA is a small hydrophobic dye molecule, commonly used as a model drug for encapsulation studies of polymers as its aromatic groups allow for it to absorbs UV-Vis light. 28,29 Since DHA is insoluble in aqueous solution, using a calibration curve obtained in a solution DHA is soluble in would be an inaccurate comparison for the determination of DHA encapsulation in the CCS polymer studies. For the purpose of a fair comparison, P2 was set as maximum encapsulation (100%) and was used to derive the relative DHA encapsulation given by the other polymers (Table 1).…”

Section: Papermentioning

confidence: 99%

Detailed GPC analysis of poly(N-isopropylacrylamide) with core cross-linked star architecture

2021

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Section: Papermentioning

confidence: 99%

Detailed GPC analysis of poly(N-isopropylacrylamide) with core cross-linked star architecture

2021

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“…Following this general strategy, sugar-rich PAOXAs could be employed as substrates for the specific binding of different lectins. [70][71][72][73] Alternatively, PAOXA-based hydrogel films, cross-linked by well-defined peptide sequences were applied as sensor surfaces for the detection of matrix metalloproteases (MMPs). [74] Finally, it is important to emphasize that a new class of polymers closely linked to PAOXAs is emerging, especially in the field of biomaterials formulation and functionalization.…”

Section: Emerging Fabrications and Applications Of Paoxa-based Biointmentioning

confidence: 99%

“…Following this general strategy, sugar‐rich PAOXAs could be employed as substrates for the specific binding of different lectins. [ 70–73 ] Alternatively, PAOXA‐based hydrogel films, cross‐linked by well‐defined peptide sequences were applied as sensor surfaces for the detection of matrix metalloproteases (MMPs). [ 74 ]…”

Section: Emerging Fabrications and Applications Of Paoxa‐based Biointmentioning

confidence: 99%

Fabrication of Biopassive Surfaces Using Poly(2‐alkyl‐2‐oxazoline)s: Recent Progresses and Applications

Trachsel

Romio

Ramakrishna

et al. 2020

Adv Materials Inter

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monomer composition enables to obtain hydrophilic and bioinert and/or amphiphilic PAOXA species displaying thermoresponsive properties. [6] Simultaneously, careful choice of initiator and/or terminator agents gives access to end-functional or heterobifunctional polymers, which can be directly applied for surface modification, or used as building blocks to yield structurally more complex adsorbates targeting specific substrates or generating well-defined polymer architectures at the interface. [7-9] Among the most recent studies focusing on the fabrication of biopassive PAOXA films, most of them involved grafting of pre-synthesized adsorbates by exploiting functional anchors that are specific for the target substrate to passivate. In other works, the growth of a PAOXAbased film was triggered from the substrate itself, through surface-initiated CROP (SI-CROP), while interest has been rising in applying plasma polymerization of 2-oxazolines to generate robustly attached coatings on an array of different supports. Through these strategies, and with the general objective of suppressing nonspecific interaction with biological entities, a broad range of biomaterials, ranging from inorganic supports, plastics and nanomaterials of diverse composition have been successfully functionalized with PAOXAs. While during the first decade of 2000s efforts were spent in dissecting the fundamental properties of PAOXAs assemblies on surfaces, [3,10,11] during the past five years their application in different coating formulations for biomaterials has been progressively expanding, and at least some of them are probably mature for a direct involvement of industry. In this progress report, we critically review the most recent studies focusing on the fabrication of PAOXA coatings, especially concentrating on the generation of bioinert surfaces, which probably represents their most appealing and technologically relevant application. 2. Composition of Bioinert PAOXA-Based Surfaces Among the different PAOXA species that were applied on surfaces to generate coatings, hydrophilic poly(2-methyl-2-oxazoline) (PMOXA) and poly(2-ethyl-2-oxazoline) (PEOXA) showed the most pronounced inertness towards nonspecific interactions with serum proteins, cells and bacteria. A recent study by Morgese et al. identified the superior biopassivity of linear Poly(2-alkyl-2-oxazoline)s (PAOXAs) are emerging among the most promising nonionic alternatives to poly(ethylene glycol)s (PEGs), specifically in the modification and functionalization of biomaterials. Due to their chemical tailorability and robustness, coupled to their relatively easy synthesis, PAOXAs are increasingly applied as adsorbates to generate bioinert surfaces that prevent nonspecific contamination by proteins, cells and bacteria. Passivation of medical devices, sensors and cell-sensitive platforms with PAOXAs enables a nearly quantitative suppression of nonspecific biological contamination, while biopassivity is maintained over longer incubation times than those recorded for more degradable PEG-b...

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“…These structures can self-assemble in water having the potential to be used as drug carriers for cell-targeted delivery. Very recently, Beyer and co-workers developed bottlebrush copolymers with affinity for two lectins associated with immunologic response, namely mannosebinding lectin (MBL) and dendritic cell-specific intercellular adhesion molecule-3-grabbing nonintegrin (DC-SIGN) [89]. The authors synthesized a series of random and block bottlebrush Amphiphilic brush-like copolymers containing mannose have been prepared through the copolymerization of poly(ethylene glycol) (PEG)-and poly(ε-caprolactone) (PCL)-based macromonomers by ATRP, followed by functionalization of the PCL side branches with mannose derivative through a Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) click reaction [32].…”

Section: Mannose-containing Polymer Brushesmentioning

confidence: 99%

“…These structures can self-assemble in water having the potential to be used as drug carriers for cell-targeted delivery. Very recently, Beyer and co-workers developed bottlebrush copolymers with affinity for two lectins associated with immunologic response, namely mannose-binding lectin (MBL) and dendritic cell-specific intercellular adhesion molecule-3-grabbing non-integrin (DC-SIGN) [89]. The authors synthesized a series of random and block bottlebrush copolymers through the combination of cationic ring-opening polymerization (CROP) of 2-isopropenyl-2-oxazoline (backbone) and grafting from of NIPAAm and 2 -acrylamidoethyl-α-d-mannopyranoside (ManAA) (side chains) by aqueous Cu-mediated RDRP (Figure 8).…”

Section: Mannose-containing Polymer Brushesmentioning

confidence: 99%

Glycopolymer Brushes by Reversible Deactivation Radical Polymerization: Preparation, Applications, and Future Challenges

et al. 2020

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The cellular surface contains specific proteins, also known as lectins, that are carbohydrates receptors involved in different biological events, such as cell–cell adhesion, cell recognition and cell differentiation. The synthesis of well-defined polymers containing carbohydrate units, known as glycopolymers, by reversible deactivation radical polymerization (RDRP) methods allows the development of tailor-made materials with high affinity for lectins because of their multivalent interaction. These polymers are promising candidates for the biomedical field, namely as novel diagnostic disease markers, biosensors, or carriers for tumor-targeted therapy. Although linear glycopolymers are extensively studied for lectin recognition, branched glycopolymeric structures, such as polymer brushes can establish stronger interactions with lectins. This specific glycopolymer topology can be synthesized in a bottlebrush form or grafted to/from surfaces by using RDRP methods, allowing a precise control over molecular weight, grafting density, and brush thickness. Here, the preparation and application of glycopolymer brushes is critically discussed and future research directions on this topic are suggested.

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Bottlebrush Glycopolymers from 2-Oxazolines and Acrylamides for Targeting Dendritic Cell-Specific Intercellular Adhesion Molecule-3-Grabbing Nonintegrin and Mannose-Binding Lectin

Abstract: Please refer to published version for the most recent bibliographic citation information. If a published version is known of, the repository item page linked to above, will contain details on accessing it.

Cited by 27 publications

References 75 publications

Detailed GPC analysis of poly(N-isopropylacrylamide) with core cross-linked star architecture

Detailed GPC analysis of poly(N-isopropylacrylamide) with core cross-linked star architecture

Fabrication of Biopassive Surfaces Using Poly(2‐alkyl‐2‐oxazoline)s: Recent Progresses and Applications

Glycopolymer Brushes by Reversible Deactivation Radical Polymerization: Preparation, Applications, and Future Challenges

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