A Novel Strategy for Encapsulation and Release of Proteins:  Hydrogels and Microgels with Acid-Labile Acetal Cross-Linkers

Murthy, Niren; Thng, Yi X.; Schuck, Stephany; Xu, Ming; Fréchet, Jean M. J.

doi:10.1021/ja026925r

Cited by 383 publications

(307 citation statements)

References 11 publications

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“…Particle carriers encapsulating OVA were prepared (14) by using an aciddegradable cross-linker and an acid-degradable primary amine monomer as described in ref. 8.…”

Section: Methodsmentioning

confidence: 99%

In vivo targeting of dendritic cells for activation of cellular immunity using vaccine carriers based on pH-responsive microparticles

Kwon

James

Shastri

et al. 2005

Proc. Natl. Acad. Sci. U.S.A.

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192

137

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Activating the immune system to trigger a specific response is a major challenge in vaccine development. In particular, activating sufficient cytotoxic T lymphocyte-mediated cellular immunity, which is crucial for the treatment of many diseases including cancer and AIDS, has proven to be especially challenging. In this study, antigens were encapsulated in acid-degradable polymeric particle carriers to cascade cytotoxic T lymphocyte activation. To target dendritic cells, the most potent antigen-presenting cells, the particle carriers, were further conjugated with monoclonal antibodies. A series of ex vivo and in vivo studies have shown increased receptor-mediated uptake of antibody-conjugated particles by dendritic cells as well as migration of particle-carrying dendritic cells to lymph nodes and stimulation of naïve T cells leading to enhanced cellular immune response as confirmed by specific cell lysis and IFN-␥ secretion.acid-degradable particle ͉ drug delivery ͉ targeted vaccine

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“…Particle carriers encapsulating OVA were prepared (14) by using an aciddegradable cross-linker and an acid-degradable primary amine monomer as described in ref. 8.…”

Section: Methodsmentioning

confidence: 99%

In vivo targeting of dendritic cells for activation of cellular immunity using vaccine carriers based on pH-responsive microparticles

Kwon

James

Shastri

et al. 2005

Proc. Natl. Acad. Sci. U.S.A.

Self Cite

192

137

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“…Recently, magnetic separation technique (MST) has a wide range of applications including shape-selective [18], catalysis chromatographic separations [19], sorption of metal ions [20], enzyme encapsulation [21], DNA transfection [22], and drug delivery [23]. MST is based on the magnetic material, which is attracted to a magnetic field but retains no residual magnetism after the field is removed.…”

Section: Introductionmentioning

confidence: 99%

Speciation of inorganic tellurium from seawater by ICP‐MS following magnetic SPE separation and preconcentration

Huang

Hu²

2008

J of Separation Science

102

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A new method was developed for the speciation of inorganic tellurium species in seawater by inductively coupled plasma-MS (ICP-MS) following selective magnetic SPE (MSPE) separation. Within the pH range of 2 -9, tellurite (Te(IV)) could be quantitatively adsorbed on c-mercaptopropyltrimethoxysilane (c-MPTMS) modified silicacoated magnetic nanoparticles (MNPs), while the tellurate (Te(VI)) was not retained and remained in solution. Without filtration or centrifugation, these telluriteloaded MNPs could be separated easily from the aqueous solution by simply applying external magnetic field. The Te(IV) adsorbed on the MNPs could be recovered quantitatively using a solution containing 2 mol/L HCl and 0.03 mol/L K 2 Cr 2 O 7 . Te(VI) was reduced to Te(IV) by L-cysteine prior to the determination of total tellurium, and its assay was based on subtracting Te(IV) from total tellurium. The parameters affecting the separation were investigated systematically and the optimal separation conditions were established. Under the optimal conditions, the LOD obtained for Te(IV) was 0.079 ng/L, while the precision was 7.0% (C = 10 ng/L, n = 7). The proposed method was successfully applied to the speciation of inorganic tellurium in seawater.

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“…Fréchet and coworkers prepared acid-degradable poly(acrylamide) microgels containing hydrolysable acetal moieties in the crosslinkers for the encapsulation and acid-triggered release of proteins. 173 Figure 9 depicts the followed concept. vitro.…”

Section: Microgels Containing Hydrolytically Cleavable Crosslinkersmentioning

confidence: 99%

“…by hindering the diffusion due to mesh sizes smaller than the hydrodynamic radii of the functional substances (e.g. proteins, enzymes, catalytic metal nanoparticles), 45,173 by electrostatic interactions of e.g. small molecules with the polymeric matrix [137][138] or by embedding compounds into collapsed networks, 282 thus excluding water from the gel interior and preventing diffusion.…”

Section: P(hema-co-maa) Microgels: Loading and Release Of Myoglobinmentioning

confidence: 99%

“…Such concepts are investigated for drug delivery applications by exploiting the acidic pH of malignant tissue and lysosomes. 173,175 Nevertheless, these systems require the addition of protons or the localization in acidic milieus. In comparison, inducing the release of a payload by applying an external trigger without a change in the chemical composition of the surrounding media bears the advantage of an on-demand delivery.…”

Section: Dual Stimuli-responsive P(hema-co-maa) Microgels: Phdependenmentioning

confidence: 99%

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Light-Sensitive Polymeric Nanoparticles Based on Photo-Cleavable Chromophores

Klinger

2013

Springer Theses

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This thesis focuses on the design, synthesis and characterization of novel photo-sensitive microgels and nanoparticles as potential materials for the loading and light-triggered release/accessibility of functional compounds. In order to realize this concept, different approaches to irradiation-dependent response mechanisms have been investigated.Novel light-cleavable divinyl functionalized monomeric crosslinkers based on o-nitrobenzyl derivatives were synthesized and used for the preparation of either PMMA or hydroxyl functionalized PHEMA microgels swellable and degradable in organic solvents. By the introduction of anionic MAA moieties into the PHEMA microgels, this concept was successfully transferred to double stimuli-responsive p(HEMA-co-MAA) hydrogel nanoparticles exhibiting a pH-dependent swelling and light-induced degradation behavior in aqueous media. This sensitivity to two orthogonal triggers is proposed to combine a pHinduced post-formation loading mechanism with a pH-and light-triggered release. In addition, a new class of enzyme-and light-sensitive PAAm microgels based on (meth-)acrylate functionalized dextrans as photo-and enzymatically degradable macromolecular crosslinkers was developed by introducing a photo-labile linker between the enzymatically degradable dextran chain and the polymerizable vinyl moieties. Here, the water solubility of the crosslinkers is assumed to enable an in situ loading approach of hydrophilic compounds.A different approach to the loading of microgels is based on photo-labile covalent microgel-drug conjugates. The first step to the realization of this concept was achieved by the development of a novel functional monomer consisting of a doxorubicin molecule covalently attached to a radically polymerizable methacrylate group via a photo-cleavable linker.Moreover, in order to enable the release of hydrophobic substances in aqueous media, hydrophobic nanoparticles consisting of a photo-resist polymer were designed to be degradable upon irradiation in water. Light-triggered conversion of the initial hydrophobic polymer into hydrophilic PMAA induced in situ particle dissolution and release of nile red.Since the introduction of a stimuli-responsive shell around a microgel is assumed to prevent leakage of embedded compounds, studies on non-stimuli-responsive shell formation around preformed microgel seed particles and the formation of microgel cores in polymeric shells were conducted to investigate potential synthetic pathways to this approach.In a last attempt, the surface of PHEMA and p(HEMA-co-MAA) microgels was functionalized with cinnamoyl groups in order to trigger the (reversible) particles interaction with each other by light-induced [2+2] cycloaddition reactions.

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A Novel Strategy for Encapsulation and Release of Proteins: Hydrogels and Microgels with Acid-Labile Acetal Cross-Linkers

Cited by 383 publications

References 11 publications

In vivo targeting of dendritic cells for activation of cellular immunity using vaccine carriers based on pH-responsive microparticles

In vivo targeting of dendritic cells for activation of cellular immunity using vaccine carriers based on pH-responsive microparticles

Speciation of inorganic tellurium from seawater by ICP‐MS following magnetic SPE separation and preconcentration

Light-Sensitive Polymeric Nanoparticles Based on Photo-Cleavable Chromophores

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