Glyconanoparticles: New Nanomaterials for Biological Applications

Garcı́a, Isabel; Gallo, Juan; Marradi, Marco; Penadés, Soledad

doi:10.1002/9780470944349.ch6

Cited by 12 publications

(3 citation statements)

References 193 publications

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“…This phenomenon known as glycocluster effect5, 6 is easily achievable with polymeric materials because by definition polymers are themselves multivalence and multifunctional. Accordingly and mimicking the Nature, a variety of glycopolymers has been synthesized for different applications in biomedicine and biomaterials as tools for investigating carbohydrate‐based interactions, therapeutics and drug delivery systems 5, 7–10. This kind of polymeric material is prepared by different approaches:8, 11–14 (i) conventional2, 15–18 or controlled17, 19–31 polymerization techniques using protected or unprotected glycomonomers; (ii) chemical post‐modification using “classical”32–39 or “click” chemistry21, 40–44 methodologies.…”

Section: Introductionmentioning

confidence: 99%

“…Accordingly and mimicking the Nature, a variety of glycopolymers has been synthesized for different applications in biomedicine and biomaterials as tools for investigating carbohydratebased interactions, therapeutics and drug delivery systems. 5,[7][8][9][10] This kind of polymeric material is prepared by different approaches: 8,[11][12][13][14] (i) conventional 2,[15][16][17][18] or controlled 17,[19][20][21][22][23][24][25][26][27][28][29][30][31] polymerization techniques using protected or unprotected glycomonomers; (ii) chemical post-modification using ''classical'' [32][33][34][35][36][37][38][39] or ''click'' chemistry 21,[40][41][42][43][44] methodologies.…”

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confidence: 99%

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Controlled block glycopolymers able to bind specific proteins

Muñoz‐Bonilla

León

Bordegé

et al. 2012

J. Polym. Sci. A Polym. Chem.

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The syntheses of a variety of amphiphilic block glycopolymers based on 2‐{[(D‐glucosamin‐2‐N‐yl)carbonyl]oxy}ethyl acrylate and n‐butyl acrylate or methyl methacrylate by single‐electron transfer‐living radical polymerization (SET‐LRP) are described. In a first step, the homopolymerization of unprotected acrylic glycomonomer to obtain well‐controlled glycopolymers is studied. Posterior and based on these studies, di‐ and triblock glycopolymers were synthesized via SET‐LRP of the glycomonomer from different hydrophobic blocks, varying the hydrophilic block lengths. All the copolymers are characterized by nuclear magnetic resonance spectroscopy and GPC. Moreover, their water solution behavior by dynamic light scattering and their capacity of interaction with Concanavalin A lectin by turbidimetry are analyzed. The effect on the block glycopolymers behavior of hydrophobic block nature and the length of glycopolymer segments is evaluated. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013

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Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

Controlled block glycopolymers able to bind specific proteins

Muñoz‐Bonilla

León

Bordegé

et al. 2012

J. Polym. Sci. A Polym. Chem.

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“…In particular, polymer particles decorated with carbohydrates on their surfaces have been of great interest in the biomedical field, because they have the potential ability for providing useful materials for diagnosis based on their specific interactions with biomolecules, such as proteins and viruses, etc. [4,5,6,7]. One effective method for producing surface-functionalized particles is the use of amphiphilic macromonomers for dispersion or emulsion copolymerization with hydrophobic monomers in polar media [8,9,10].…”

Section: Introductionmentioning

confidence: 99%

Protecting Group-Free Synthesis of Glycopolymer-Type Amphiphilic Macromonomers and Their Use for the Preparation of Carbohydrate-Decorated Polymer Particles

2019

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Polymer particles modified with carbohydrates on their surfaces are of significant interest, because their specific recognition abilities to biomolecules are valuable for developing promising materials in biomedical fields. Carbohydrate-decorated core-shell polymer particles are expected to be efficiently prepared by dispersion polymerization using a glycopolymer-based amphiphilic macromonomer as both a polymeric steric stabilizer and a monomer. To create glycopolymer-type macromonomers, we propose a new strategy combining living cationic polymerization of an alkynyl-functionalized vinyl ether (VE), and the click reaction for the preparation of glycopolymers having a polymerizable terminal group, and investigate their dispersion copolymerization with styrene for generating carbohydrate-decorated polymer particles. This study deals with (i) the synthesis of block copolymer-type amphiphilic macromonomers bearing a methacryloyl group at the α-terminus, and pendant alkynyl groups by living cationic polymerization of alkynyl-substituted VE (VEEP), (ii) the derivatization of maltose-carrying macromonomers by click chemistry of the pendant alkynyl groups of the precursor macromonomers with maltosyl azide without any protecting/deprotecting processes, and (iii) the preparation of maltose-decorated (Mal-decorated) polymer particles through the dispersion copolymerization of glycopolymer-type macromonomers with styrene in polar media. Moreover, this study concerns the specific interactions of the resultant polymer particles with the lectin concanavalin A (Con A).

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Multivalent Gold Glycoclusters: High Affinity Molecular Recognition by Bacterial Lectin PA‐IL

Reynolds

Marradi

Imberty

et al. 2012

Chemistry A European J

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Multivalent protein-carbohydrate interactions are involved in the initial stages of many fundamental biological and pathological processes through lectin-carbohydrate binding. The design of high affinity ligands is therefore necessary to study, inhibit and control the processes governed through carbohydrate recognition by their lectin receptors. Carbohydrate-functionalised gold nanoclusters (glyconanoparticles, GNPs) show promising potential as multivalent tools for studies in fundamental glycobiology research as well as biomedical applications. Here we present the synthesis and characterisation of galactose functionalised GNPs and their effectiveness as binding partners for PA-IL lectin from Pseudomonas aeruginosa. Interactions were evaluated by hemagglutination inhibition (HIA), surface plasmon resonance (SPR) and isothermal titration calorimetry (ITC) assays. Results show that the gold nanoparticle platform displays a significant cluster glycoside effect for presenting carbohydrate ligands with almost a 3000-fold increase in binding compared with a monovalent reference probe in free solution. The most effective GNP exhibited a dissociation constant (K(d)) of 50 nM per monosaccharide, the most effective ligand of PA-IL measured to date; another demonstration of the potential of glyco-nanotechnology towards multivalent tools and potent anti-adhesives for the prevention of pathogen invasion. The influence of ligand presentation density on their recognition by protein receptors is also demonstrated.

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Glyconanoparticles: New Nanomaterials for Biological Applications

Cited by 12 publications

References 193 publications

Controlled block glycopolymers able to bind specific proteins

Controlled block glycopolymers able to bind specific proteins

Protecting Group-Free Synthesis of Glycopolymer-Type Amphiphilic Macromonomers and Their Use for the Preparation of Carbohydrate-Decorated Polymer Particles

Multivalent Gold Glycoclusters: High Affinity Molecular Recognition by Bacterial Lectin PA‐IL

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