Dual-responsive Micelles Based on Boronicacid-modified Polymer

作者:Sun Xiaocheng; Yang Hao; Wang Jianzu; Ma Rujiang*; An Yingli; Shi Linqi
来源:Chemical Journal of Chinese Universities, 2014, 35(7): 1570-1578.
DOI:10.7503/cjcu20140270

摘要

Phenylboronic acid modified polymer poly(ethylene glycol)-b-poly(aspartic acid-co-aspartamido-phenylboronic acid) [PEG-b-P(Asp-co-AspPBA)] as well as a cross-linker 3,3'-dithiobis[1,2(S)-propanediol] (DTBPD) which contained disulfide bond and dual-diol groups was successfully synthesized. PEG-b-P(Asp-co-AspPBA) could be mildly cross-linked by DTBPD based on the reaction of PBA and the dual-diol groups, leading to the formation of a novel dual-responsive micelle with boronic ester core and PEG shell. The structure, morphology, and the glucose/redox dual-responsive behavior of the micelles were systematically investigated by nuclear magnetic resonance(NMR) spectrum and dynamic laser light scattering(DLS). It was demonstrated that the ratio of diol to PBA(D : B) had influence on the dual-responsive behavior of the micelles. At higher ratio of D : B, only responsive swelling of micelles was observed. While for the micelles with lower ratio of D : B, larger degree of swelling happened and the micelles gradually dissociated under higher concentrations of glucose ordithiothreitol(DTT). This kind of dual-responsive micelles may find application in drug delivery in the future.