Increasing the Hydrophilicity of Cyclic Ketene Acetals Improves the Hydrolytic Degradation of Vinyl Copolymers and the Interaction of Glycopolymer Nanoparticles with Lectins
作者:Théo Pesenti、Emilie Gillon、Seika Ishii、Samir Messaoudi、Yohann Guillaneuf、Anne Imberty、Julien Nicolas
DOI:10.1021/acs.biomac.2c01419
日期:2023.2.13
6-trioxocane (MTC) as a CKA with vinyl ether (VE) or maleimide (MI) derivatives. By performing a point-by-point comparison between the MTC/VE and MTC/MI copolymerization systems, and their counterparts based on 2-methylene-1,3-dioxepane (MDO) and 5,6-benzo-2-methylene-1,3-dioxepane (BMDO), we showed negligible impact on the macromolecular characteristics and similar reactivity ratios, suggesting successful substitution
环烯酮缩醛 (CKA) 与传统乙烯基单体的自由基开环聚合 (rROP) 允许合成可降解的乙烯基共聚物。然而,由于最常用的 CKA 是疏水性的,因此迄今为止报道的大多数可降解乙烯基共聚物在生理条件下(磷酸盐缓冲盐水,pH 7.4,37 °C)水解降解非常缓慢,这对生物医学应用是有害的。在此,为了通过 rROP 设计具有高 CKA 含量和增强降解特性的高级乙烯基共聚物,我们报道了 2-亚甲基-1,3,6-三氧杂环己烷 (MTC) 作为 CKA 与乙烯基醚 (VE) 或马来酰亚胺 (MI) 的共聚) 衍生物。通过对 MTC/VE 和 MTC/MI 共聚系统及其基于 2-亚甲基-1,3-二氧杂环庚烷 (MDO) 和 5 的对应物进行逐点比较,6-benzo-2-methylene-1,3-dioxepane (BMDO),我们显示对大分子特性和相似反应率的影响可以忽略不计,表明 MTC 成功替代了