Phenylboronic acid-functionalized polymeric micelles with a HepG2 cell targetability

Zhang, Xiaojin; Zhang, Zhenguo; Su, Xin; Cai, Mengmeng; Zhuo, Ren‐Xi; Zhong, Zhang

doi:10.1016/j.biomaterials.2013.09.042

Cited by 43 publications

(29 citation statements)

References 48 publications

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“…Therefore, it may be possible to develop an intelligent drug‐delivery system to target these glycoproteins and reduce the side effects during the treatment of cancers using these strategies. In a recent study carried out by Zhuo and Zhong et al., boronic acid‐modified polymers have been employed to achieve such a task . They introduced a PBA‐functionalized polymeric micelle system targeting HepG2 cells.…”

Section: Boronic Acid‐appended Polymersmentioning

confidence: 99%

Boronic Acid‐Based Carbohydrate Sensing

Zhai

Sun

James

et al. 2015

Chemistry An Asian Journal

120

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The covalent boron-diol interaction enables elaborate design of boronic acid-based saccharide sensors. Over the last decade, this research topic has been well developed thanks to the integration of boronic acid chemistry with a range of techniques, including supramolecular chemistry, materials chemistry, surface modification, and nanotechnology. New sensing strategies and platforms have been introduced and remarkable progress has been achieved to fully utilize the unique property of boron-diol interaction and to improve the binding affinity towards different targets, especially under physiological conditions. In this review, the latest progress over the past 30 months (from late 2012 to early 2015) is highlighted and discussed to shed light on this versatile and promising platform for saccharide sensing.

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Section: Boronic Acid‐appended Polymersmentioning

confidence: 99%

Boronic Acid‐Based Carbohydrate Sensing

Zhai

Sun

James

et al. 2015

Chemistry An Asian Journal

120

View full text Add to dashboard Cite

show abstract

“…These ligands mainly include folate, transferrin, luteinizing hormone, epidermal growth factor, and α 2 ‐glycoprotein . In addition to these ligands, phenylboronic acid (PBA), which can recognize carbohydrate molecules, is usually used to modify micelles for the active targeting of tumor cells . The PBA conjugated polymer was accumulated more in the colonic polyps than in the surrounding normal tissues through direct analysis of tissue boron levels, indicating an effective targeted ability …”

Section: Introductionmentioning

confidence: 99%

A Nanoplatform with Precise Control over Release of Cargo for Enhanced Cancer Therapy

Wang

Zhang

et al. 2016

Small

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The development of a nanocarrier delivery system having both sufficient stability in blood circulation and a rapid drug release profile at target sites remains a major challenge in cancer therapy. Here, a multifunctional star-shaped micellar system with a precisely spatiotemporal control of releasing encapsulated agents is developed by mixing a photoinitiated crosslinking amphiphilic copolymer with a phenylboronic acid (PBA)-functionalized redox-sensitive amphiphilic copolymer for the first time. The combination of the functional polymers effectively resolves the contradiction that the micellar system cannot release the rapid drug release in cells when it possesses an extreme stability that is often required in blood circulation. In this system, the inner core polymers are photo-crosslinked, endowing a stable micelle matrix structure; the end groups of the hydrophilic segments are decorated with PBA ligands, providing an active targeting ability; disulfide bonds in the micellar matrix impart a redox-responsive trigger for the prompt intracellular release of drugs. As a result, with a relatively low DOX dosage (2 mg kg(-1) per injection) the in vivo antitumor effect on H22-bearing BALB/c mice shows that the micelles have a high therapeutic efficacy against solid tumors while minimal side effects against normal tissues.

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“…[28][29][30] As a result, PBA can be used as a targeting ligand toward cells overexpressing sialic acid. [ 29,31 ] The specifi c bindings between PBA and diols are widely used to construct micelles, hydrogels, and biosensors. [32][33][34] In addition, PBA is capable of forming reversible covalent esters with the ribose ring of DNA or siRNA, thus cationic polymers modifi ed with PBA can bind with nucleic acid via the boronic ester linkage except ionic interactions.…”

mentioning

confidence: 99%

Clustering Small Dendrimers into Nanoaggregates for Efficient DNA and siRNA Delivery with Minimal Toxicity

Liu

Shao

Wang

et al. 2016

Adv Healthcare Materials

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Cationic dendrimers are widely used as nonviral gene vectors, however, current gene materials based on dendrimers are either little effective or too toxic on the transfected cells. Here, a facile strategy is presented to prepare high efficient dendrimers with low transfection toxicity. Small dendrimers with 2 nm are clustered into nanoaggregates (≈100 nm) via phenylboronic acid modification and the self-assembled materials enable efficient DNA and siRNA delivery on several cell lines. The clustered nanostructures can disassemble into small dendrimers in acidic conditions thus exerting significantly less toxicity on the transfected cells. Further structure-function relationship studies reveal that both the phenyl group and boronic acid group play essential roles in the self-assembly and gene delivery processes. The transfection efficacy of phenylboronic acid-modified dendrimers can be down-regulated by blocking the boronic acid groups on dendrimers with diols or degrading the groups with hydrogen peroxide. This study provides a facile strategy in the development of efficient and biocompatible gene vectors based on low molecular weight polymers and clearly demonstrates the structure-function relationship of phenylboronic acid-modified polymers in gene delivery.

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Phenylboronic acid-functionalized polymeric micelles with a HepG2 cell targetability

Cited by 43 publications

References 48 publications

Boronic Acid‐Based Carbohydrate Sensing

Boronic Acid‐Based Carbohydrate Sensing

A Nanoplatform with Precise Control over Release of Cargo for Enhanced Cancer Therapy

Clustering Small Dendrimers into Nanoaggregates for Efficient DNA and siRNA Delivery with Minimal Toxicity

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