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Synthesis of Degradable Poly(vinyl alcohol) by Radical Ring-Opening Copolymerization and Ice Recrystallization Inhibition Activity.
ACS Macro Letters ( IF 5.8 ) Pub Date : 2017-12-01 , DOI: 10.1021/acsmacrolett.7b00905
Guillaume Hedir 1, 2 , Christopher Stubbs 1 , Phillip Aston 1 , Andrew P Dove 1 , Matthew I Gibson 1, 3
Affiliation  

Poly(vinyl alcohol) (PVA) is the most active synthetic mimic of antifreeze proteins and has extremely high ice recrystallization inhibition (IRI) activity. Addition of PVA to cellular cryopreservation solutions increases the number of recovered viable cells due to its potent IRI, but it is intrinsically nondegradable in vivo. Here we report the synthesis, characterization, and IRI activity of PVA containing degradable ester linkages. Vinyl chloroacetate (VClAc) was copolymerized with 2-methylene-1,3-dioxepane (MDO) which undergoes radical ring-opening polymerization to install main-chain ester units. The use of the chloroacetate monomer enabled selective deacetylation with retention of esters within the polymer backbone. Quantitative IRI assays revealed that the MDO content had to be finely tuned to retain IRI activity, with higher loadings (24 mol %) resulting in complete loss of IRI activity. These degradable materials will help translate PVA, which is nontoxic and biocompatible, into a range of biomedical applications.

中文翻译:

自由基开环共聚和冰重结晶抑制活性合成可降解聚乙烯醇。

聚乙烯醇 (PVA) 是最活跃的抗冻蛋白合成模拟物,具有极高的冰重结晶抑制 (IRI) 活性。由于其有效的 IRI,将 PVA 添加到细胞冷冻保存溶液中会增加回收的活细胞的数量,但它在体内本质上是不可降解的。在这里,我们报告了含有可降解酯键的 PVA 的合成、表征和 IRI 活性。氯乙酸乙烯酯 (VClAc) 与 2-亚甲基-1,3-二氧杂环戊烷 (MDO) 共聚,后者经历自由基开环聚合以安装主链酯单元。氯乙酸酯单体的使用实现了选择性脱乙酰化,同时酯类保留在聚合物主链中。定量 IRI 分析表明,必须对 MDO 含量进行微调以保持 IRI 活性,更高的负载量 (24 mol%) 导致 IRI 活性完全丧失。这些可降解材料将有助于将无毒和生物相容性的 PVA 转化为一系列生物医学应用。
更新日期:2017-12-01
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