Preparation of multifunctional glyconanoparticles as a platform for potential carbohydrate-based anticancer vaccines

Ojeda, Ricardo A.; Paz, José L. de; Barrientos, África G.; Martín‐Lomas, Manuel; Penadés, Soledad

doi:10.1016/j.carres.2006.11.018

Cited by 128 publications

(82 citation statements)

References 43 publications

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“…For example, functionalization with nucleic acids or proteins may destabilize AuNPs, and to improve the colloidal stability the biospecific molecule is mixed with filler molecules providing both steric stabilization and biocompatibility. [12][13][14][15] Oligo(ethylene) glycols (OEGs) are commonly used for steric stabilization of particles, [16,17] including stabilization of liposomes used as drug delivery vehicles, where they also prevent the triggering of immune responses. [18] As an alternative, we have synthesized the oligosaccharides 1-3 ( Figure 1) which presumably are rod-like [19] Immobilization of thiol compounds on gold surfaces into self-assembled monolayers (SAMs) is widely used to prepare well-defined and versatile model surfaces for studies of protein adsorption and biofouling.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of oligo(lactose)-based thiols and their self-assembly onto gold surfaces

Fyrner¹,

Ederth²,

Aili³

et al. 2013

Colloids and Surfaces B: Biointerfaces

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Graphical abstract: HighlightsPlanar gold surfaces and gold nanoparticles are functionalized using oligosaccharide terminated alkanethiols. The properties of the SAMs are thoroughly characterized using infrared reflectionabsorption spectroscopy, contact angle goniometry and null-elllipsometry. The colloidal stability of the glyconanoparticles is monitored using UV-vis spectroscopy. AbstractThe ability to produce monomolecular coatings with well-defined structural and functional properties is of key importance in biosensing, drug delivery, and many recently developed applications of nanotechnology. Organic chemistry has proven to be a powerful tool to achieve this in many research areas. Herein, we present the synthesis of three oligo(lactosides) glycosylated in a (1→3) manner, and which are further functionalized with amide-linked short alkanethiol spacers. The oligosaccharides (di-, tetra-, and hexasaccharide) originate from the inexpensive and readily available lactose disaccharide. These thiolated derivatives were immobilized onto gold surfaces, and the thus formed self-assembled monolayers (SAMs) on planar gold were characterized by wettability, ellipsometry and infrared reflection-absorption spectroscopy. Further, the ability of these SAMs to stabilize gold nanoparticles in saline solutions was also demonstrated, indicating that the oligosaccharides may be used as stabilizing agents in gold nanoparticle-based assays.

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Section: Introductionmentioning

confidence: 99%

Synthesis of oligo(lactose)-based thiols and their self-assembly onto gold surfaces

Fyrner¹,

Ederth²,

Aili³

et al. 2013

Colloids and Surfaces B: Biointerfaces

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“…Gold nanoparticles allow display of a large number of carbohydrates and other similar molecules with a high density and multifunctionality by the simultaneous incorporation of different ligands in a single gold cluster in a controlled manner. 28 However, the lack of any distinct physicochemical interaction between the drug and the PLGA suggests that no such phenomenon took place. The presence of nanoscale-size gold particles within the polymeric nanoparticles containing drug results in less space available for the remaining drug compared to the nanoparticle containing drug without gold.…”

Section: Discussionmentioning

confidence: 99%

Colloidal gold-loaded, biodegradable, polymer-based stavudine nanoparticle uptake by macrophages: an in vitro study

Basu¹,

Mukherjee²,

Chowdhury³

et al. 2012

IJN

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Objective: We describe the development, evaluation, and comparison of colloidal gold-loaded, poly(d,l-lactic-co-glycolic acid)-based nanoparticles containing anti-acquired immunodeficiency syndrome drug stavudine and uptake of these nanoparticles by macrophages in vitro. Methods: We used the following methods in this study: drug-excipient interaction by Fourier transform infrared spectroscopy, morphology of nanoparticles by field-emission scanning electron microscopy, particle size by a particle size analyzer, and zeta potential and polydispersity index by a zetasizer. Drug loading and in vitro release were evaluated for formulations. The best formulation was incorporated with fluorescein isothiocyanate. Macrophage uptake of fluorescein isothiocyanate nanoparticles was studied in vitro. Results: Variations in process parameters, such as speed of homogenization and amount of excipients, affected drug loading and the polydispersity index. We found that the drug was released for a prolonged period (over 63 days) from the nanoparticles, and observed cellular uptake of stavudine nanoparticles by macrophages. Conclusion: Experimental nanoparticles represent an interesting carrier system for the transport of stavudine to macrophages, providing reduced required drug dose and improved drug delivery to macrophages over an extended period. The presence of colloidal gold in the particles decreased the drug content and resulted in comparatively faster drug release.

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“…Functionalization of AuNPs with biomolecules other than nucleic acids has also been used in order to develop methodologies suitable for clinical diagnostics. These include: 1) antibodies for signal enhancement in immunoassays [92] ; 2) carbohydrate functionalization to study specific molecular interactions [93] ; and 3) surface functionalization with ligands that can be tailored for specific protein binding [94] or direct binding of peptides and proteins to the Au-nanoparticle surface [95] .…”

Section: Functionalizationmentioning

confidence: 99%

Plasmonic Nanoparticles and Their Conjugates: Preparation, Optical Properties and Antimicrobial Activity

Capek¹,

Internationals²

2015

JNMS

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To manipulate the size of noble metal particles on a nanometer scale are priority subjects in the field of nanotechnology. So far various approaches have been developed to synthesize noble metal nanoparticles in controlled sizes and dimensions. Among them the colloidal systems become broadly used. These systems can be made up of several very different reactants and solvents: a continuous medium water or alkane, surfactant and precursor(s). In some systems the formation of (sub) nanoparticles is based on the supersaturation of solution by reactants. The existence of the microenvironments gives them a particular ability to modulate the chemical reactivity of the reactants due to their compartmentalization in different microenvironments. The size and shape of noble metal nanoparticles follow the feed composition of reactants in the precursor solution, the reaction conditions and concentration and type of reactants. Surface modification and functionalization is expected to increase the stability of nanoparticles and organize them to the assembly of higher order array conjugates. Various soft and hard templates can be applied to produce noble metal nanoparticles in different shaped nanoreactors. Monodisperse gold nano crystals can grow inside soft templates and the cavities of hard templates by the reduction of metal ions trapped in the cavities. The interesting optical properties of noble metal nanoparticles and their (bio)conjugates results from the strong absorption in the visible spectrum region, so called the surface plasmon absorption. Some noble metal nanoparticles have been studied for their antimicrobial potential and have proven to be antibacterial and antiviral agents.

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Preparation of multifunctional glyconanoparticles as a platform for potential carbohydrate-based anticancer vaccines

Cited by 128 publications

References 43 publications

Synthesis of oligo(lactose)-based thiols and their self-assembly onto gold surfaces

Synthesis of oligo(lactose)-based thiols and their self-assembly onto gold surfaces

Colloidal gold-loaded, biodegradable, polymer-based stavudine nanoparticle uptake by macrophages: an in vitro study

Plasmonic Nanoparticles and Their Conjugates: Preparation, Optical Properties and Antimicrobial Activity

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