Surfactant‐Free Emulsion‐Based Preparation of Redox‐Responsive Nanogels

Cheng, Wei; Wang, Guan; Kumar, Jatin; Liu, Ye

doi:10.1002/marc.201500421

Cited by 7 publications

(8 citation statements)

References 50 publications

(93 reference statements)

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“…Some strategies are based on W/O emulsions, modulating the stability of the system through the volumetric ratio of the two phases. For example, Cheng and coworkers [28] have synthetized redox-responsive nanogels for drug delivery using an organic solution of PEGylated poly(amido amine) functionalized with disulfide bonds and an aqueous solution containing the drug: their mixing (through ultrasonication, shaking, or homogenization) generated a spontaneous stable W/O emulsion, where the polymer reduced the interfacial tension and filled up the water droplet. The crosslinked polymer network was generated via the intermolecular disulfide exchange reaction in the aqueous phase.…”

Section: Emulsion Polymerizationmentioning

confidence: 99%

Synthesis of Nanogels: Current Trends and Future Outlook

Mauri

Giannitelli

Trombetta

et al. 2021

Gels

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Nanogels represent an innovative platform for tunable drug release and targeted therapy in several biomedical applications, ranging from cancer to neurological disorders. The design of these nanocarriers is a pivotal topic investigated by the researchers over the years, with the aim to optimize the procedures and provide advanced nanomaterials. Chemical reactions, physical interactions and the developments of engineered devices are the three main areas explored to overcome the shortcomings of the traditional nanofabrication approaches. This review proposes a focus on the current techniques used in nanogel design, highlighting the upgrades in physico-chemical methodologies, microfluidics and 3D printing. Polymers and biomolecules can be combined to produce ad hoc nanonetworks according to the final curative aims, preserving the criteria of biocompatibility and biodegradability. Controlled polymerization, interfacial reactions, sol-gel transition, manipulation of the fluids at the nanoscale, lab-on-a-chip technology and 3D printing are the leading strategies to lean on in the next future and offer new solutions to the critical healthcare scenarios.

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Section: Emulsion Polymerizationmentioning

confidence: 99%

Synthesis of Nanogels: Current Trends and Future Outlook

Mauri

Giannitelli

Trombetta

et al. 2021

Gels

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Section: Fabrication Of Redox‐responsive Nanogelsmentioning

confidence: 99%

“…Cross-linker Synthetic strategy Precursors Reference ATRP Lactobionic acid, 2-aminoethyl methacrylate hydrochloride, and NIPAM [32] Michael addition polymerization Hyperbranched poly(amidoamine) and poly(ethylene glycol) succinimide carbonate [54] Free radical polymerization 2-Hydroxyethyl methacrylate, itaconic acid, and salecan [114] Free radical polymerization NIPAM, AA, and N,N′-dimethylaminoethyl methacrylate [72] Precipitation polymerization Methacrylated dextran and 2-aminoethyl methacrylate [55] Michael addition polymerization 1-(2-aminoethyl) piperazine and PEG-NH 2 [129] Michael addition polymerization Lysine and phenylamine [59] Distillation-precipitation polymerization MAA, OEOMA, and N′-rhodamine B-acrylhydrazine [60] Michael addition polymerization 4-(Aminomethyl)piperidine and PEG 4-nitrophenyl carbonate [130] Precipitation polymerization OEOMA and 2-(2-methoxyethoxy)ethyl methacrylate [66] Free radical polymerization NIPAM, AA, and β-cyclodextrin [67] Free radical polymerization AA and OEOMA [74] ROP l-Phenylalanine N-carboxyanhydride and mPEG-NH 2 [34] ROP Lysine-NCA and mPEG-NH 2 [35] ROP S-propargyl-l cysteine-N-carboxyanhydride, S-propargyl-d, l-cysteine-N-carboxyanhydride, S-propargyl-d-cysteine-N-carboxyanhydride, and benzylamine [107] ROP mPEG-NH 2 , N6-carbobenzyloxy-l-lysine N-carboxyanhydride, and N-(2-(2-pyridyldithio)ethyl)perfluorooctanamide [108] ROP Pluronic l-31, l-DOPA-N-carboxyanhydride, l-arginine-NCA, and ε-N-acryloyl lysine-NCA [131] ROP Pluronic l-31, l-DOPA-N-carboxyanhydride, arginine-N-carboxyanhydride, and lysine acrylamide-N-carboxyanhydride [132] ROP n-Butylamine, εbenzyloxycarbonyl-l-lysine N-carboxyanhydride, s-benzyloxycarbonyl-l-cysteine N-carboxyanhydride, and folic acid [133] ROP mPEG-NH 2 , N-butylamine, ε-benzyloxycarbonyl-l-lysine N-carboxyanhydride, s-benzyloxycarbonyl-l-cysteine N-carboxyanhydride, and lactobionic acid [57] ROP Trityl-l-histidine N-carboxy anhydride and mPEG-NH 2 [134] ROP γ-Benzyl-l-glutamate-N-carboxyanhydride and L-phenylalanine N-carboxyanhydride…”

Section: Incorporation Of Redox-responsive Cross-linkers Via Radical mentioning

confidence: 99%

“…DOX and PTX loaded into these hydrogels displayed a remarkable redox-responsive release. Cheng et al developed an approach for the preparation of disulfide containing pegylated nanogels from hyperbranched poly(amidoamine)s. [130,167] In the first step, vinyl-terminated hyperbranched poly(BAC2-AMPD1) was synthesized via Michael addition polymerization of The latter undergo Michael addition polymerization to yield poly(BDA-AEPZ). Reproduced with permission.…”

Section: Michael Addition Polymerization Using Disulfide Cross-linkersmentioning

confidence: 99%

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A Comprehensive Outlook of Synthetic Strategies and Applications of Redox‐Responsive Nanogels in Drug Delivery

Kumar

Liu

Behl

2019

Macromolecular Bioscience

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Increasing recognition of the role of oxidative stress in the pathogenesis of many clinical conditions and the existence of defined redox potential in healthy tissues has led to extensive research in the development of redox‐responsive materials for biomedical applications. Especially, considerable growth has been seen in the fabrication of polymeric nanogel–based drug delivery carriers utilizing redox‐responsive cross‐linkers bearing a variety of functional groups via various synthetic strategies. Redox‐responsive polymeric nanogels provide an advantage of facile chemical modification post synthesis and exhibit a remarkable response to biological redox stimuli. Due to the interdisciplinary nature of the subject, a more profound combined conceptual knowledge from a chemical and biological point of view is imperative for the rational design of redox‐responsive nanogels. The present review provides an insight into the design and fabrication of redox‐responsive nanogels with particular emphasis on synthetic strategies utilized for the development of redox‐responsive cross‐linkers, polymerization techniques being followed for nanogel development and biomedical applications. Cooperative effect of redox trigger with other stimuli such as pH and temperature in the evolution of dual and triple stimuli‐responsive nanogels is also discussed.

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“…A water-in-oil (W/O) emulsion is generated feasibly from a mixture of water and chloroform solution of disulfidecontaining PEGylated hyperbranched poly(amido amine)s, poly(BAC2-AMPD1)-PEG, which function as the emulsifier; then poly(amido amine)-based nanogels are formed via intermolecular disulfide exchange reaction in the water phase. 55 Another approach is to produce micro/nanogels from aqueous droplets containing hyperbranched poly(BAC2-AEPZ1)-PEG (Figure 6A) in decane or cyclohexane using Span80/tween80 as surfactants; the gel particles obtained were further coated with multipolymer layers. 56 Also, cross-linking of thermal-induced self-assembly of disulfide containing hyperbranched poly(amido amine)s poly(BAC2-DMDPTA1) in aqueous solution could produce nanogels.…”

Section: Linear Polymersmentioning

confidence: 99%

Michael Addition Polymerization of Trifunctional Amine and Acrylic Monomer: A Versatile Platform for Development of Biomaterials

Cheng

Liu

2016

Biomacromolecules

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Michael addition polymerizations of amines and acrylic monomers are versatile approaches to biomaterials for various applications. A combinatorial library of poly(β-amino ester)s and diverse poly(amido amine)s from diamines and diacrylates or bis(acrylamide)s have been reported, respectively. Furthermore, novel linear and hyperbranched polymers from Michael addition polymerizations of trifunctional amines and acrylic monomers significantly enrich this category of biomaterials. In this Review, we focus on the biomaterials from Michael addition polymerizations of trifunctional amines and acrylic monomers. First we discuss how the polymerization mechanisms, which are determined by the reactivity sequence of the three types of amines of trifunctional amines, i.e., secondary (2°) amines (original), primary (1°) amines, and 2° amines (formed), are affected by the chemistry of monomers, reaction temperature, and solvent. Then we update how to design and synthesize linear and hyperbranched polymers based on the understanding of polymerization mechanisms. Linear polymers containing 2° amines in the backbones can be obtained from polymerizations of diacrylates or bis(acrylamide)s with equimolar trifunctional amine, and several approaches, e.g., 2A+BB'B″, A+2BB'B', A+BB'B″, to hyperbranched polymers are developed. Further through molecular design of monomers, conjugation of functional species to 2° amines in the backbones of linear polymers and the abundant terminal groups of hyperbranched polymers, the amphiphilicity of polymers can be adjusted, and additional stimuli, e.g., thermal, redox, reactive oxidation species (ROS), and light, responses can be integrated with the intrinsic pH response. Finally we discuss the applications of the polymers for gene/drug delivery and bioimaging through exploring their self-assemblies in various motifs, e.g., micelles, polyplexes particles/nanorings and hydrogels. Redox-responsive hyperbranched polymers can display 300 times higher in vitro gene transfection efficiency and provide a higher in vivo siRNA efficacy than PEI. Also redox-responsive micelle carriers can improve the efficacy of anticancer drug and the bioimaging contrast. Further molecular design and optimization of this category of polymers together with in vivo studies should provide safe and efficient biomaterials for clinical applications.

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Surfactant‐Free Emulsion‐Based Preparation of Redox‐Responsive Nanogels

Cited by 7 publications

References 50 publications

Synthesis of Nanogels: Current Trends and Future Outlook

Synthesis of Nanogels: Current Trends and Future Outlook

A Comprehensive Outlook of Synthetic Strategies and Applications of Redox‐Responsive Nanogels in Drug Delivery

Michael Addition Polymerization of Trifunctional Amine and Acrylic Monomer: A Versatile Platform for Development of Biomaterials

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