Synthesis of Poly(acyclic orthoester)s: Acid-Sensitive Biomaterials for Enhancing Immune Responses of Protein Vaccine.,Angewandte Chemie International Edition

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Synthesis of Poly(acyclic orthoester)s: Acid-Sensitive Biomaterials for Enhancing Immune Responses of Protein Vaccine.
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2020-03-09 , DOI: 10.1002/anie.202001169
Yumeng Xing ₁ , Zunkai Xu ₁ , Tao Liu ₁ , Linqi Shi ₁ , Daniel Kohane ₂ , Shutao Guo ₁

Affiliation

While poly(acyclic orthoester)s (PAOEs) have many appealing features for drug delivery, their application is significantly hindered by a lack of facile synthetic methods. Reported here is a simple method for synthesizing acyclic diketene acetal monomers from diols and vinyl ether, and their polymerization with a diol to first synthesize PAOEs. The PAOEs rapidly hydrolyze at lysosomal pH. With the help of a cationic lipid, ovalbumin, a model vaccine antigen was efficiently loaded into PAOEs nanoparticles using a double emulsion method. These nanoparticles efficiently delivered ovalbumin into the cytosol of dendritic cells and demonstrated enhanced antigen presentation over poly(lactic-co-glycolic acid) (PLGA) nanoparticles. PAOEs are promising vehicles for intracellular delivery of biopharmaceuticals and could increase the utility of poly(orthoesters) in biomedical research.

中文翻译：

聚（无环原酸酯）的合成：酸敏感的生物材料，用于增强蛋白疫苗的免疫反应。

尽管聚（无环原酸酯）（PAOE）具有许多吸引人的药物递送特性，但由于缺乏简便的合成方法，其应用受到了严重阻碍。本文报道了一种由二醇和乙烯基醚合成无环二烯酮缩醛单体，并使其与二醇聚合以首先合成PAOE的简单方法。PAOE在溶酶体pH值下迅速水解。借助于阳离子脂质卵清蛋白，使用双重乳液法将模型疫苗抗原有效地加载到PAOEs纳米颗粒中。这些纳米颗粒有效地将卵清蛋白递送到树突状细胞的胞质溶胶中，并显示出比聚乳酸-乙醇酸（PLGA）纳米颗粒增强的抗原呈递。

更新日期：2020-04-21

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