Biointerface Properties of Core–Shell Poly(vinyl alcohol)-hyaluronic Acid Microgels Based on Chemoselective Chemistry

Kupal, S; Cerroni, Barbara; Ghugare, Shivkumar V.; Chiessi, Ester; Paradossi, Gaio

doi:10.1021/bm301034a

Cited by 24 publications

(19 citation statements)

References 60 publications

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“…This goal has been accomplished by designing hybrid hydrogels or composites structures, in which each polymer component contributes to specific properties of the overall system and it allows to switch individually or in a concerted way the responsivities and functionalities of the hydrogels. Typically, but not exclusively, the response is a physical or chemical sudden change of external stimuli as pH, temperature, ionic strength, electric, or magnetic fields, light intensity …”

Section: Introductionmentioning

confidence: 99%

Multiresponsive Hyaluronan‐p(NiPAAm) “Click”‐Linked Hydrogels

Pasale

Cerroni

Ghugare

et al. 2014

Macromolecular Bioscience

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Combined reversible addition-fragmentation chain transfer (RAFT) and chemoselective "click" chemistry are used for assembling two polymeric chains into a hybrid network capable to respond simultaneously or separately to different external stimuli. An azido-derivative of hyaluronate is clicked together with a new telechelic RAFT-generated p(NiPAAm), carrying a propargyl function at both ends, suitable as macromolecular "clickable" cross-linker with controlled molecular weight. This hybrid system displays a multiresponsive behavior versus temperature, pH, and ionic strength, maintaining cumulative as well as separate sensitivities to the external stimuli. Hyaluronidase catalyzed degradation of the hydrogels, mimicking the extracellular matrix degradation process, is an additional asset for the use of this class of hydrogels as scaffold. Tumor cells, HT-29, grow on the surface of these hybrid hydrogels more than the healthy ones, as NIH3T3. This finding opens a road to micro- and nano-devices based on hyaluronic acid as a promising biopolymer to pursue localized drug delivery.

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Section: Introductionmentioning

confidence: 99%

Multiresponsive Hyaluronan‐p(NiPAAm) “Click”‐Linked Hydrogels

Pasale

Cerroni

Ghugare

et al. 2014

Macromolecular Bioscience

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“…One strategy to synthesize the reactive precursor particles is to specifically introduce the azide/alkyne group to the surface of preformed particles . Among others, this approach was reported by Paradossi and co‐workers, who designed microgels by crosslinking azide and alkyne derivatives of poly(vinyl alcohol) (PVA) in inverse emulsion droplets using CuAAC . By using an excess of the alkyne derivative of PVA, microgels with unreacted alkynes were prepared.…”

Section: Click Chemistry For Functionalization Of Reactive Particlesmentioning

confidence: 99%

Reactive Precursor Particles as Synthetic Platform for the Generation of Functional Nanoparticles, Nanogels, and Microgels

Gruber

Navarro

Klinger

2019

Adv Materials Inter

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Precise control of the chemical functionality of polymer nanoparticles is a key requirement in tailoring their (dynamic) colloidal properties toward advanced applications. However, current synthetic techniques are still limited in the versatility of chemical design and preparation of such functional colloidal nanomaterials. Two major challenges remain: First, various particle preparation methods are restricted in their functional group tolerance, thus hindering certain combinations of polymer backbones with specific functional groups. Second, the preparation of particles with different functionalities requires the synthesis of different particle batches. But this often results in a simultaneous variation of colloidal features. As a result, the accurate determination of important structure–property relations is still hindered. To address these restrictions, postmodification of preformed reactive particles is gaining more attention. This technique has evolved from polymer synthesis, where postpolymerization functionalization enables the introduction of a plethora of functional groups without changing the degree of polymerization and the molecular weight distribution. Similarly, modifying precursor particles enables the introduction of functional groups into particles while reducing variations in colloidal features, e.g., particle size and size distribution. This powerful synthetic method complements established procedures for functionalization of particle surfaces, thereby enabling the facile preparation of (multi‐)functional particle libraries, which will allow precise investigations of structure–property relations.

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“…Paradossi and his group [63] conceived microgel particles (diameter of 2 μm and pore size of 3-5 nm) built with PVA (MW = 70 kDa) as a core and hyaluronic acid (HA) as a shell, and studied the biointerface properties of PVA-HA gels. The cores of microgel particles (A) were achieved through click chemistry in an inverse emulsion (Eq.12) between alkynylated and azidated PVA chains that were made via CDI technique.…”

Section: Biological and Biomedical Applicationsmentioning

confidence: 99%

Review: Poly(vinyl alcohol) Functionalizations and Applications

Moulay

2015

Polymer-Plastics Technology and Engineering

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Functionalizations of poly(vinyl alcohol) (PVA) congruent with the desired applications are herein discussed. The chemical modifications of PVA with different molecular weights and hydrolysis degrees via conventional chemistries, namely esterification, carbamation, etherification, and via the modern ones such as click chemistry, led to finished materials with a wide range of applications and uses: membrane fuel cells, biologicals and biomedicals, adsorption of heavy metals and other contaminants, molecular sensing or chemosensor for detection of some useful molecules or toxic ones, separation of mixtures, catalysis in organic and inorganic syntheses. Different forms of the duly modified PVAs were employed in such applications, including: hydrogels, films, membranes, and nanoparticles. The incorporated modifying agents onto PVA matrixes brought some changes that were in tune with the projected applications. These modifying agents were not confined to molecular compounds but also to macromolecular ones which are graphene, hyaluronic acid, β-cylcodextrin, polystyrene, poly(4-vinylpyridine), and poly(L-lactic acid). Downloaded by [University of Cambridge] at 07:33 23 August 2015 2

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Biointerface Properties of Core–Shell Poly(vinyl alcohol)-hyaluronic Acid Microgels Based on Chemoselective Chemistry

Cited by 24 publications

References 60 publications

Multiresponsive Hyaluronan‐p(NiPAAm) “Click”‐Linked Hydrogels

Multiresponsive Hyaluronan‐p(NiPAAm) “Click”‐Linked Hydrogels

Reactive Precursor Particles as Synthetic Platform for the Generation of Functional Nanoparticles, Nanogels, and Microgels

Review: Poly(vinyl alcohol) Functionalizations and Applications

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