Core-Cross-linked Fluorescent Worm-Like Micelles for Glucose-Mediated Drug Delivery,Biomacromolecules

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Core-Cross-linked Fluorescent Worm-Like Micelles for Glucose-Mediated Drug Delivery
Biomacromolecules ( IF 5.5 ) Pub Date : 2021-02-08 , DOI: 10.1021/acs.biomac.0c01661
Johanna K Elter _{1,

2} , Sabina Quader ₃ , Jonas Eichhorn _{1,

2} , Michael Gottschaldt _{1,

2} , Kazunori Kataoka _{3,

4} , Felix H Schacher _{1,

2}

Affiliation

We herein report the fabrication of core-crosslinked, fluorescent, and surface-functionalized worm-like block copolymer micelles as drug delivery vehicles. The polyether-based diblock terpolymer [allyl-poly(ethylene oxide)-block-poly(2-ethylhexyl glycidyl ether-co-furfuryl glycidyl ether)] was synthesized via anionic ring opening polymerization, and self-assembly in water as a selective solvent led to the formation of long filomicelles. Subsequent cross-linking was realized using hydrophobic bismaleimides as well as a designed fluorescent cross-linker for thermally induced Diels–Alder reactions with the furfuryl units incorporated in the hydrophobic block of the diblock terpolymer. As a fluorescent cross-linker, we synthesized and incorporated a cyanine 5-based bismaleimide in the cross-linking process, which can be used for fluorescence tracking of the particles. Furthermore, we covalently attached glucose to the allyl end groups present on the surface of the micelles to investigate active glucose-mediated transport into suitable cell lines. First studies in 2D as well as 3D cell culture models suggest a glucose-dependent uptake of the particles into cells despite their unusually large size compared to other nanoparticle systems used in drug delivery.

中文翻译：

核心交叉连接的荧光蠕虫状胶束，用于葡萄糖介导的药物递送

我们在此报告了芯交联的，荧光的和表面官能化的蠕虫样嵌段共聚物胶束作为药物递送载体的制备。聚醚系二嵌段三元共聚物[烯丙基聚（环氧乙烷） -嵌段-聚（2-乙基己基缩水甘油醚-共-furfuryl缩水甘油基醚）]合成通过阴离子开环聚合反应以及在水中作为选择性溶剂的自组装导致形成长的纤丝。随后使用疏水性双马来酰亚胺和设计的荧光交联剂实现了交联，该热交联剂用于热诱导的Diels-Alder反应，并带有掺入二嵌段三元共聚物疏水嵌段中的糠基单元。作为荧光交联剂，我们在交联过程中合成并掺入了基于花青5的双马来酰亚胺，该方法可用于粒子的荧光跟踪。此外，我们将葡萄糖与胶束表面存在的烯丙基端基共价结合，以研究活性葡萄糖介导的向适当细胞系的转运。

更新日期：2021-04-12

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