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A Biocompatible Oxidation-Triggered Carrier Polymer with Potential in Therapeutics

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    A Biocompatible Oxidation-Triggered Carrier Polymer with Potential in Therapeutics
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    Department of Chemistry, University of California, Berkeley, California 94720-1460, United States
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    Cite this: J. Am. Chem. Soc. 2011, 133, 4, 756–758
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    https://doi.org/10.1021/ja110468v
    Published December 20, 2010
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    Abstract

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    Dextran, a water-soluble, biocompatible polymer of glucose, was modified at its hydroxyls with arylboronic esters to make it soluble in common organic solvents, allowing for the facile preparation of oxidation-sensitive dextran (Oxi-DEX) carrier microparticles. These particles were found to release their payload with a half-life of 36 min at 1 mM H2O2, which can be compared with a half-life of greater than 1 week in the absence of H2O2. When used in a model vaccine application, Oxi-DEX particles loaded with ovalbumin (OVA) increased the presentation to CD8+ T-cells 27-fold relative to OVA encapsulated in a classical vehicle not sensitive to oxidation. No presentation was observed from cells incubated with unencapsulated OVA. Additionally, Oxi-DEX was found to be nontoxic in preliminary in vitro cytotoxicity assays. Because it is easy to prepare, sensitive to biological oxidation, and biocompatible, this material may represent an attractive new platform for selective delivery applications.

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    43. Aitziber Iturmendi Ian Teasdale . Water Soluble (Bio)degradable Poly(organo)phosphazenes. 2018, 183-209. https://doi.org/10.1021/bk-2018-1298.ch009
    44. Qixiong Zhang, Fuzhong Zhang, Yue Chen, Yin Dou, Hui Tao, Dinglin Zhang, Ruibing Wang, Xiaohui Li, and Jianxiang Zhang . Structure–Property Correlations of Reactive Oxygen Species-Responsive and Hydrogen Peroxide-Eliminating Materials with Anti-Oxidant and Anti-Inflammatory Activities. Chemistry of Materials 2017, 29 (19) , 8221-8238. https://doi.org/10.1021/acs.chemmater.7b02412
    45. Wei Yin, Junjie Li, Wendong Ke, Zengshi Zha, and Zhishen Ge . Integrated Nanoparticles To Synergistically Elevate Tumor Oxidative Stress and Suppress Antioxidative Capability for Amplified Oxidation Therapy. ACS Applied Materials & Interfaces 2017, 9 (35) , 29538-29546. https://doi.org/10.1021/acsami.7b08347
    46. Mei Zhang, Cheng-Cheng Song, Fu-Sheng Du, and Zi-Chen Li . Supersensitive Oxidation-Responsive Biodegradable PEG Hydrogels for Glucose-Triggered Insulin Delivery. ACS Applied Materials & Interfaces 2017, 9 (31) , 25905-25914. https://doi.org/10.1021/acsami.7b08372
    47. Miaomiao Xu, Lianxiao Liu, Jun Hu, Yue Zhao, and Qiang Yan . CO-Signaling Molecule-Responsive Nanoparticles Formed from Palladium-Containing Block Copolymers. ACS Macro Letters 2017, 6 (4) , 458-462. https://doi.org/10.1021/acsmacrolett.7b00042
    48. Xiuli Hu, Yuqi Zhang, Zhigang Xie, Xiabin Jing, Adriano Bellotti, and Zhen Gu . Stimuli-Responsive Polymersomes for Biomedical Applications. Biomacromolecules 2017, 18 (3) , 649-673. https://doi.org/10.1021/acs.biomac.6b01704
    49. Aitziber Iturmendi, Uwe Monkowius, and Ian Teasdale . Oxidation Responsive Polymers with a Triggered Degradation via Arylboronate Self-Immolative Motifs on a Polyphosphazene Backbone. ACS Macro Letters 2017, 6 (2) , 150-154. https://doi.org/10.1021/acsmacrolett.7b00015
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    51. Yang Cui, Mei Zhang, Fu-Sheng Du, and Zi-Chen Li . Facile Synthesis of H2O2-Cleavable Poly(ester-amide)s by Passerini Multicomponent Polymerization. ACS Macro Letters 2017, 6 (1) , 11-15. https://doi.org/10.1021/acsmacrolett.6b00833
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    53. Chenzhi Yao, Xiaorui Wang, Guhuan Liu, Jinming Hu, and Shiyong Liu . Distinct Morphological Transitions of Photoreactive and Thermoresponsive Vesicles for Controlled Release and Nanoreactors. Macromolecules 2016, 49 (21) , 8282-8295. https://doi.org/10.1021/acs.macromol.6b01374
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    58. Nazila Kamaly, Basit Yameen, Jun Wu, and Omid C. Farokhzad . Degradable Controlled-Release Polymers and Polymeric Nanoparticles: Mechanisms of Controlling Drug Release. Chemical Reviews 2016, 116 (4) , 2602-2663. https://doi.org/10.1021/acs.chemrev.5b00346
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    63. Ekaterina Sokolovskaya, Sahar Rahmani, Asish C. Misra, Stefan Bräse, and Joerg Lahann . Dual-Stimuli-Responsive Microparticles. ACS Applied Materials & Interfaces 2015, 7 (18) , 9744-9751. https://doi.org/10.1021/acsami.5b01592
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    71. Yanet Elised Aguirre-Chagala, José Luis Santos, Bethsy Adriana Aguilar-Castillo, and Margarita Herrera-Alonso . Synthesis of Copolymers from Phenylboronic Acid-Installed Cyclic Carbonates. ACS Macro Letters 2014, 3 (4) , 353-358. https://doi.org/10.1021/mz500047p
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    Cite this: J. Am. Chem. Soc. 2011, 133, 4, 756–758
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