Chen Yong, Espeel Pieter, Reinicke Stefan, Du Prez Filip E, Stenzel Martina H
Centre for Advanced Macromolecular Design, School of Chemistry, The University of New South Wales, Sydney, NSW, 2052, Australia.
Macromol Rapid Commun. 2014 Jun;35(12):1128-34. doi: 10.1002/marc.201400110. Epub 2014 Apr 7.
A copolymer from N-isopropylacryl amide (NIPAAm) and N-homocysteine thiolactone acrylamide (TlaAm), prepared by RAFT polymerization, is reacted with various amines, bearing alkyl residues of increasing length (n-propylamine, n-hexylamine, and n-dodecylamine) to liberate the corresponding thiol, which is consequently reacted in situ with 2-bromoethyl-2',3',4',6'-tetra-O-acetyl-α-d-mannopyranoside. The resulting double-modified graft copolymers show characteristic self-assembly behavior due to their amphiphilic nature, affording glycopoly-mer-based nanoparticles. While the n-propylamine-derived amphiphiles mainly lead to micelles (30 nm), the n-hexylamine adducts give rise to larger vesicles (200-600 nm). Longer alkyl amines result in the formation of large compound micelles. The assembled nanoparticles are bioactive and interact effectively with Concanavalin A (ConA).
通过可逆加成-断裂链转移（RAFT）聚合制备的N-异丙基丙烯酰胺（NIPAAm）和N-高半胱氨酸硫内酯丙烯酰胺（TlaAm）的共聚物，与带有长度递增的烷基残基的各种胺（正丙胺、正己胺和正十二胺）反应，以释放相应的硫醇，随后该硫醇在原位与2-溴乙基-2',3',4',6'-四-O-乙酰基-α-D-甘露吡喃糖苷反应。所得的双修饰接枝共聚物由于其两亲性而表现出特征性的自组装行为，从而得到基于糖聚合物的纳米颗粒。虽然正丙胺衍生的两亲物主要形成胶束（30纳米），但正己胺加合物产生更大的囊泡（200-600纳米）。更长的烷基胺导致形成大复合胶束。组装的纳米颗粒具有生物活性，并能与伴刀豆球蛋白A（ConA）有效相互作用。
